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* {{Expy}}: Design-wise, and in terms of his role as a nemesis for TheFantasticFaux-inspired Prof. Impossible, he resembles ''ComicBook/TheFantasticFour'' villain The Wizard.
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* {{Expy}}: Design-wise, and in terms of his role as a nemesis for TheFantasticFaux-inspired Prof. Impossible, he resembles ''ComicBook/TheFantasticFour'' ''ComicBook/FantasticFour'' villain The Wizard.
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[[center: [-[[Characters/TheVentureBrothers Main Character Index]] | [[Characters/TheVentureBrothersTeamVenture Team Venture]] | [[Characters/TheVentureBrothersOSI The OSI]] | [[Characters/TheVentureBrothersVentureAllies Venture Allies]] | [[Characters/TheVentureBrothersTheMonarchAndCohorts The Monarch And Cohorts]] | '''The Guild of Calamitous Intent''' | [[Characters/TheVentureBrothersOthers Others]]]]-]
Characters from ''WesternAnimation/TheVentureBrothers''. This page is for leaders, members, and associates of the Guild of Calamitous Intent.
!!Due to the sheer number of [[WalkingSpoiler Walking]] and {{Late Arrival Spoiler}}s (including some characters' placement and, in a few cases, their very ''name''), '''[[Administrivia/SpoilersOff Spoilers Are Off]]''' for these pages. You have been warned.
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[[foldercontrol]]
[[folder:The Guild in General]]
!!The Guild of Calamitous Intent
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/screen_shot_2022_05_07_at_113038_am.png]]
--> ''Hate you can trust.''
A union and governing body for the world's supervillains, the Guild of Calamitous Intent enforces strict rules and regulations on its membership, matching them with appropriately "arches" to limit casualties on either side, while providing a relatively safe means to exercise their villainy. Historically, they've been led by a chief villain designated "The Sovereign" who is served by a Council of 13.
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* ThirteenIsUnlucky: Invoked with their ruling body, the Council of 13, specifically for the number's connotations of being unlucky since it's associated with a guild of ''villains''. As it turns out, this was something instituted by the latest Sovereign and the actual bylaws don't specify a required number. Considering the most recent Sovereign was TheStarscream, prone to ChronicBackstabbingDisorder, and happy to betray the entire Guild to get out of a DealWithTheDevil, the number's connotation remains meaningful.
* AffablyEvil: The vast majority of Guild members seen, including leadership, are rather friendly and tend to treat arching as a sort of "[[PunchClockVillain day job]]" while genuinely enjoying hanging out with each other "outside of work". (The Monarch with his genuine hatred for Dr. Venture comes across as a full blown outlier, and even he will still attend Guild parties and functions.) It is important to remember not to piss them off, however, as these guys ''are'' still supervillains.
* AnimalAssassin: As seen in season seven, they have an entire department dedicated to training these for villains to use. (In that case, however, they've escaped and apparently killed their handler.)
* ApeShallNeverKillApe: One of the Guild's most sacred rules is that a villain can't kill another villain. It's highly logical, given that the Guild is essentially a union for villains and having their members killing each other would be bad for business. When one villain does need to go after another, it's usually done quietly (like Phantom Limb and Brock's team-up against the Monarch in "Hate Floats") or in blatant disregard of Guild rules (like Phantom Limb's attack on the Monarch's wedding in "Showdown at Cremation Creek").
* ArchEnemy: They are responsible for officially assigning "sanctioned" arches to their membership. As the Monarch finds out repeatedly to his frustration, a genuine hatred for your arch enemy is not a requirement.
* BewareTheSillyOnes: The Guild is the organizational embodiment of this. As Brock notes, take away the spandex and rules keeping everything in check, and you have a group of super-rich nutjobs with death rays and private armies at their command. The O.S.I. and "protagonists" they protect go along with the "cat and also cat" game because it's ''less'' destructive than letting the villains run amok.
* BigBadDuumvirate: After the death of the Sovereign in "All This and Gargantua-2", the remaining Council of 13 members fill the Guild power vacuum in this fashion. The council was previously secondary to the Sovereign.
* BondVillainStupidity: Something they {{Enforce|dTrope}} on their members. Just outright executing their arches is highly frowned upon (as the Monarch learns during season three while antagonizing "arches" other than Dr. Venture), but if you can kill them with convoluted {{Death Trap}}s and classically {{Evil Plan}}s? That's perfectly fine, since the "protagonists" have a chance to fight back. And it all needs to happen within the bounds of "[[PowerLevels equally matched aggression]]". If they don't, for example, use guns, then neither can you. (This is why the Monarch's henchmen are armed with dart guns when, at least early in the series, he could afford something much stronger.) However, [[JokerImmunity Heroes also have to adhere to this]] if they don't want to piss off the Guild, which is described as a powder keg of psychos who like playing these games but have access to far, ''far'' worse.
* BribingYourWayToVictory: The Guild collects "dues" from members to fund itself just like a union and is stated to also take generous cuts from the crimes of its affiliated villains, with various incentives put in place to encourage its members to earn more for them.
* CardCarryingVillain: ZigZagged. The Guild is a WeirdTradeUnion[=/=]NebulousEvilOrganization for supervillains that might otherwise wreak havoc on a whim, but it resents its members being referred to as "villains" by the O.S.I., preferring the term "antagonist." Internally, however, they embrace the label and generally encourage villainous behavior among their members, [[PragmaticVillainy within reason]]. They also usually act [[AffablyEvil genuinely chummy]] with each other (and sometimes even their "protagonists") while "[[PunchClockVillain off the clock]]".
* ChronicBackstabbingDisorder: Zig-zagged. The Guild has laws against villains outright murdering other villains as the retaliations and infighting would cripple the organization. But non-lethal methods of backstabbing, such as legal trickery, frame jobs, and exploiting loopholes within the system are not only allowed but ''encouraged'' among members.
* ContractualGenreBlindness: Simultanteously [[EnforcedTrope enforced]] and inverted. For the most part, the Guild literally ''requires'' this from their villains. They operate in a very bureaucratic manner and thus have various codes and guidelines on how villains must act that closely follow classic cliches and VillainTropes. For example, [[WhyDontYouJustShootHim walking up and just shooting your arch]] is heavily frowned upon. However, if you stick him in a classic DeathTrap and he fails to escape, you're off the hook (and even gain some renown in the villain world).On the other hand, they expect their heroic counterparts to act in good faith, and when a protagonist oversteps, the retribution can be quite brutal.
* DrugsAreBad: One of the conditions in the deals they've made with various government agencies is that their members are not allowed to deal in illegal narcotics. When Dr. Z is arrested in Singapore for possession of cocaine, the rest of the Guild leaves him to escape prison on his own due to the nature of the crime he was arrested for.
* EliteMooks: The "Strangers" are the Guild's equivalent of an individual villain's {{Mook|s}} henchmen and are far more effective. Even Brock admits that they "may not make it out this time" when he realizes he's up against them rather than usual henchmen rabble. He still kills plenty throughout the series, though.
* EnemyCivilWar: During "All This and Gargantua-2", the Sovereign kills most of the council and enacts a plan to destroy the Gargantua-2 space station, hoping to kill the Investors before they can collect on his [[DealWithTheDevil deal with them]] while leaving the Guild to foot the blame. The remnants of the Council and other "[[LaResistance Guild Resistance]]" fight him to stop him. Recovering from this is one of the main plot points of the Guild in seasons six and seven.
* EqualOpportunityEvil: The Guild is open to seemingly anyone interested in being a villain. Men and women are seen throughout it's ranks, it includes people of color (and "[[AmazingTechnicolorPopulation people of color]]"), and is particularly open to victims of ForScience gone awry who are now AmbiguouslyHuman at best. Given the flashback to Dr. Mrs. the Monarch's failed solo career in "Shadowman 9" and the rather sexist alternatives offered by the Guild, it may be Downplayed for female villains, further supported by there only being one woman on the initial Council of 13.
* EvenEvilHasStandards: Enforced by the Guild on its membership. They have numerous bylaws dictating the treatment of prisoners (notably "Rusty's Law", which forces villains to release hostages who have untreated injuries), as well as requiring the release of prisoners when a ransom has been paid "in good faith", and enforces things like ContractualGenreBlindness so that villains can't just [[WhyDontYouJustShootHim walk right up and execute]] their "arches". It's less about having actual "standards" and more in place to avoid outright war with the O.S.I., who is willing to play along with the Guild's "cops and robbers" game to keep them from doing far worse.
* EvilPowerVacuum: The deaths of the Sovereign, most of the old Council of 13, and the Investors effectively cripple the Guild, forcing it to regroup and make concessions to certain key members (like Wide Wale) to avoid fracturing entirely while also letting [[RenegadeSplinterFaction the Peril Partnership]] think that they can muscle in on the Guild's turf. Getting past this is the main focus of Dr. Mrs. the Monarch's season 6 and 7's plotlines.
* TheFettered: The Guild and its villains could be ''far'' more destructive than they currently are, but have put rules in place restricting what they're allowed to do while "arching" to avoid an EscalatingWar with the O.S.I.
* InsistentTerminology: The Guild prefers the terms "Antagonist" and "Protagonist" over "Villains" and "Heroes", or "bad guys" and "good guys", respectively. They will call ''themselves'' villains without concern, but chastise any outsiders who do it.
* InterserviceRivalry:
** After a long, bloody history with the O.S.I., they and the Guild eventually worked out a begrudging peace between them, having agreed to a long series of interagency agreements and amendments to control the classic narrative of "protagonist vs. antagonist" between their members, thus organizing the havoc and mayhem their antics cause into a controlled system.
** In "[[Recap/TheVentureBrosS7E3ArrearsInScience Arrears of Science]]", it is revealed that the Guild framed fellow supervillain organization SPHINX for the "death" of Jonas Venture so that O.S.I. would step in and eliminate them, thus leaving the Guild with a monopoly on villainous activity.
* ALighterShadeOfBlack: A big reason why the O.S.I. tolerates them is that the Guild puts [[ContractualGenreBlindness careful restrictions]] on supervillainy and cracks down hard on rulebreakers. Without the Guild, the world would be left with a bunch of aimless lunatics running around in laser-eyed octopus tanks wreaking havoc.
* MilkmanConspiracy: Inverted. The villainous version of the Guild was "founded" by Fantomas when he kidnapped and imprisoned (and sometimes faked the demises of) various musicians to fulfill his mad dream of fronting a "rock and roll orchestra" with his sousaphone. From there, the likes of Dragoon and Red Mantle stuck around and used their newfound anonymity as dead men and Fantomas' leftover resources to form a supervillain criminal cabal.
* {{Mooks}}: The Guild maintains "Blackout" teams of assassins who also act as guards or muscle. While [[EliteMooks more effective]] than the [[CannonFodder regular henchman]] of say, the Monarch, they still tend to die fairly easily.
-->'''Dragoon''': Dangerous idiots. They don't even make minimum wage.
* MyRulesAreNotYourRules: Naturally, their system is heavily biased towards the prosperity and protection of villains. For example, the Monarch gets away with killing several of the "super-scientist" arches the Guild tried to set him up with (while Rusty was assigned to Sgt. Hatred) and gets nothing more than a slap on the wrist.
* NebulousEvilOrganization: They are essentially a WeirdTradeUnion organization for super villains. They encourage their membership to "arch" heroes, steal, and murder... [[TheFettered within the bounds of their strict rules]] to keep things from going too far. It's important to remember, for as ridiculous as they are, they are still a dangerous criminal organization.
* NoDelaysForTheWicked: Subverted and Deconstructed. The Guild of Calamitous Intent's [[ObstructiveBureaucrat labyrinthine rules]] for "arching" are designed to reign in the villains under their purview. New members aren't allowed to select their own arches (unless you [[ScrewTheRulesIHaveMoney bribe them]]), there is endless red tape and "hoops to jump through" for villains trying to move around in the Guild ranks, and their leadership is so hidebound that they follow their rules to a self-destructive "tee". The Monarch constantly bristles at the rules and lampshades how nonsensical much of it is. Come the "All This and Gargantua-2" pre-season six special, Dr. Killinger recognizes these flaws and, through a complex GambitPileup, clears out much of the old leadership and paves the way for a renewed Guild with fresh leadership... while [[YankTheDogsChain still preventing the Monarch from rising in the ranks or getting to officially arch Rusty]].
* NotSoHarmlessVillain: As a whole, the Guild is made up of costumed supervillains running around "arching" assorted heroes, which the O.S.I tolerates because the Guild puts strict rules on what the villains can actually do. Without an outlet for them to do so, they would be a bunch of pissed-off nutjobs with superpowers, exotic weapons, and henchmen armies with no compunction against causing massive collateral damage. Even despite being played for laughs in later seasons, they are still shown to be ''highly'' competent. Examples include having a high-ranked mole within the O.S.I before they were well known; having a super-majority stake in villainy before season six; and manipulating the O.S.I. into believing SPHINX was responsible for the Movie Night Massacre, effectively eliminating their main competition cleanly while removing blame from them.
* TheOmniscientCouncilOfVagueness: The Council of 13, which for the first five seasons (and implied to be for decades prior) serves as a council to the Guild-leading Sovereign. They can somehow produce video of nearly any event dating back to at least as far as the Monarch's henchman days. After the Sovereign is killed in "All This and Gargantua-2", the Council, with significant new membership, takes over as Guild leaders. They downplay the trope by this point however, coming across as much less "omniscient" and less "vague", even appearing in person before their assembled membership at several meetings.
* TheOrder: The Guild adopts the trappings of a chivalric order as part of its mystique, including the presence of a "sovereign" at least until "All This and Gargantua-2", robes, and swords in their rituals. They generally embrace more antiquated aesthetics in contrast to the futuristic military aesthetic of the O.S.I. They also trace their origin back to Late Antiquity, claiming the real-life Gothic warlords [[https://en.wikipedia.org/wiki/Alatheus_and_Saphrax Saphrax and Alatheus]] as the first supervillain and first henchman, respectively, while the modern Guild itself has existed since at least the Victorian Era.
* PowerLevel: Guild Members are measured on an "Equally Matched Aggression" ranking system -- a "1-10" scale that serves as a rough estimate of their threat level (a combination of personal threat and resources at their disposal) as well as aggression (meaning dangerous but inactive figures can get lower rankings) and is meant to ensure that villains find a nemesis of equal footing and don't get themselves or their enemies killed in a one-sided battle. Even then the system can be easily gamed by either [[AlmightyJanitor dangerous individuals deliberately avoiding conflict to lower their ranking]] or less dangerous ones simply doing menial jobs (like tutoring other villains) and/or bribing the Guild to move up.
* PragmaticVillainy: They are a dangerous organization of supervillains but every one of their regulations is a compromise with the O.S.I. so they can keep committing evil, and at the same time keep their members safe, without the risk of escalating aggression into an all-out war.
* PunchClockVillain: Given the nature of the Guild, it operates less like a LegionOfDoom out for world conquest and more like a business providing for super-criminals in an international cops-and-robbers game, working with O.S.I. to keep the classic "heroes vs. villains" narrative balanced and safe for the participants (or at least as safe as such a life can be).
* RapeIsASpecialKindOfEvil: One of the forms of protection that the Guild supposedly guarantees to those who fight their members is that villains affiliated with them will not engage in untoward sexual behavior to heroes they have at their mercy. Subverted in that Sgt. Hatred managed to get away with touching Hank and Dean inappropriately after he got them drunk from a bit of wine, in addition to being a well-known pedophile by the O.S.I. ''and'' the Guild. King Gorilla was also a known rapist ''before'' prison, but remains in standing with the Guild. It seems the Guild will prevent rape between villain and hero, but don't care about civilians unless it publicly embarrasses the brand.
* SuperRegistrationAct: They function as a version of this for supervillains. They frown upon "unsanctioned" villains and are known to either try to recruit them, or have them killed. This is in large part [[PragmaticVillainy pragmatic]] on the part of the Guild, as members pay dues and are obligated to follow Guild regulations to avoid the wrath of the O.S.I., which unregistered villains are not. There are a few other such organizations as well (like the Canadian-based Peril Partnership) but the Guild doesn't have much respect for them.
* TechnicalEuphemism: The members of the Guild of Calamitous Intent hate the terms "good guy" and "bad guy", and would rather say "protagonist" and "antagonist" instead. (Still, they have no issue with calling themselves "villains" and most even [[CardCarryingVillain take pride in that fact]]).
* ThouShaltNotKill: [[DownplayedTrope Downplayed]] in that the Guild discourages their villains from outright killing their assigned "arches", but even when they do, punishment amounts to little more than a slap on the wrist. (The Monarch, for example, killing five straight non-Rusty arches during season three just gets him chewed out.) They are also strongly against villains killing other villains, which is more pragmatic than anything as, being essentially a union for villains, members killing other members only hurts the organization.
* UnionsSuck: Throughout the series, the Guild is a WeirdTradeUnion for supervillains. As one might expect from a villainous union, they are not depicted in a flattering light. There's corruption (Guild members [[ScrewTheRulesIHaveMoney taking bribes to bend its rules]], falsifying the details of a "protagonist" death in order to live off of "[[InsuranceFraud arching insurance]]"), power struggles (the current Sovereign got the position by performing a KlingonPromotion, then Phantom Limb tries to pull TheStarscream on him), an ossified and hidebound power structure (the [[OmniscientCouncilOfVagueness Council of 13]] hasn't added a new member in decades, meaning they're all old and out of touch), and loads of [[ObstructiveBureaucrat bureaucratic red tape]] that chafes the villains, especially the Monarch, preventing them from "arching" who they want.
* VillainDecay: In the first season, Brock describes the Guild as quick, efficient, and no-nonsense. He famously calls them "the only organization [he] still respects". As we see more of the Guild's operations and leadership in the following seasons, it is shown to be almost comically incapable and filled with red tape (though the individual villains themselves can still be very dangerous). The Council of 13 bickers amongst themselves about everything, the red tape proves to be even worse than initially thought, and even their shape-shifting leader can't keep his (assumed) identity secret from his minions. There are implications during "All This and Gargantua-2" and the following seasons that the Sovereign was somewhat intentionally guiding the Guild to fall apart to get out of his [[DealWithTheDevil deal with the Investors]]. Several mentions are made by characters of "Sovereign-era shenanigans" like insurance fraud and important documents going missing aiding in the deterioration.
* WeirdTradeUnion: While superficially wearing the trappings of a NebulousEvilOrganization, in practice, the Guild is simply one of these for supervillains and their henchmen. They pay "dues", the Guild enforces rules so that the villains aren't killing each other or encroaching on each other's territory, they negotiate with the "protagonist" O.S.I. to set these rules... all traits of real-life unions.
[[/folder]]
[[folder:Original Incarnation]]
!!The Original Guild
[[quoteright:244:https://static.tvtropes.org/pmwiki/pub/images/oldguild.jpg]]
[[caption-width-right:244:Some members of the original Guild. From left to right: Creator/AleisterCrowley, Eugen Sandow, Col. Lloyd Venture, [[Creator/MarkTwain Samuel Clemens]], Literature/{{Fantomas}}, Creator/OscarWilde]]
The Guild of Calamitous Intent was not always such. It was originally an organization of Victorian-era geniuses headed by Col. Lloyd Venture. It was Fantômas who ultimately twisted the Guild into what it is today.
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* AncientConspiracy: The members were apparently charged with adding their "genius" to and protecting the ORB, a device of unknown power or fuction, which goes back to at least Archimedes.
* AppropriatedAppellation: The modern name of the Guild was appropriated from a statement made by Oscar Wilde urging that the Guild resist becoming power-hungry and evil.
-->'''Oscar Wilde''': For shame! This guild was founded to protect and serve humanity's best. Not to be a guild of... ''calamitous intent''.
* BecameTheirOwnAntithesis: Fantômas usurped the Guild leadership and remade it into the villainous organization. He also [[AppropriatedAppellation ironically renamed it]] after a statement Oscar Wilde made decrying the path the guild was on.
* BeenThereShapedHistory: Lloyd Venture was the actual first man on the moon, getting there in ''1902''.
* FamousAncestor: Lloyd Venture is the is grandfather of Jonas Venture Sr., his lineage going through Rusty to Hank and Dean.
* GenerationXerox: The original Guild membership mirrors that of the current cast. Lloyd Venture and bodyguard Eugen Sandow show that the O.S.I. has constantly had a Venture protected by one of their ranks as a bodyguard. Steven Rattazzi uses his same voice for Dr. Orpheus as he does for Crowley. And Fantômas is explicitly stated to be Phantom Limb's grandfather
* HistoricalDomainCharacter: Aside from Colonel Venture, other members of the guild include occultist Creator/AleisterCrowley, authors [[Creator/MarkTwain Samuel Clemens]] and Creator/OscarWilde, and Col. Venture's bodyguard is "Father of Bodybuilding" [[https://en.wikipedia.org/wiki/Eugen_Sandow Eugen Sandow]]. Their rivals include inventor UsefulNotes/NikolaTesla and his army of [[https://en.wikipedia.org/wiki/Avon_Products Avon Ladies]].
* HistoricalDomainSuperperson: Crowley is implied to actually be magic, while the others were qualified enough in some manner of magic or science to add their "genius" to the ORB.
* MultinationalTeam: Includes the Americans Col. Venture and Samuel Clemens, the English Aleister Crowley, the Irish Oscar Wilde, the German Eugen Sandow, and the French Fantômas.
* NoCelebritiesWereHarmed: Col. Venture is based in appearance, voice, dress, and military rank on UsefulNotes/TheodoreRoosevelt.
* PublicDomainCharacter: Literature/{{Fantomas}} is the only non-original fictional character amongst the original Guild's members.
* SuperTeam: They're a Victorian-era "Guild" of geniuses in different fields involved in adventures like protecting the ORB from Tesla and going to the moon in 1902.
[[/folder]]
!Leadership
[[folder:The Sovereign]]
!!The Sovereign ("Music/DavidBowie")
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/the_sovereign_2158.jpg]]
->'''Voiced by''': Creator/JacksonPublick (As the Sovereign Head), Creator/JamesUrbaniak (As Bowie)
->''"Pay no attention to the handsome and ageless rock star hiding behind the couch! I am the mighty Sovereign!"''
The enigmatic leader of the Guild, the Sovereign is a shapeshifter whose preferred form seems to be that of Music/DavidBowie. He usurped leadership of the Guild sometime prior to the "Pyramid Wars" in the 1980s and is known to have made vague deal with the Investors he intends to get out of...
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* ActuallyADoombot: After the first several seasons imply that he really is a villainous David Bowie, it is revealed in season four that he is a shapeshifter impersonating Bowie.
* AffablyEvil: He is the leader of the world's foremost supervillain organization, but always come across as a friendly/charming person (such as "giving away" Dr. Girlfriend at her wedding) and his most violent acts seen are against renegade villains/traitors like Phantom Limb. "All This and Gargantua-2" sees him finally go off the evil deep-end by killing most of the Council of 13 and blowing up Gargantua-2 to get out of his deal with the Investors, but even then, he's still his usual charming self when confronted.
* ArcVillain: In the pre-season six ExtraLongEpisode "All This and Gargantua-2", attempting to blow up the eponymous space station to get out of his deal with the Investors while trying to pin responsibility on the Guild as a whole.
* BaitTheDog: Comes off just as affable and quirky as any other villain on the show despite being the head of a global evil organization. Then, in "All This and Gargantua-2", he tries to murder most of his own allies and a lot of innocent civilians just to welch out on a DealWithTheDevil he made with the Investors. He even lampshades it to Dr. Mrs. the Monarch, pointing out that it's hardly a surprise that the leader of the biggest supervillain syndicate in the world would be, you know, ''evil''.
* CardCarryingVillain: While he's generally more AffablyEvil, even he admits to being one in his own snarky way.
--> '''Sovereign''': Right, the heir to the global evil organization is a bad man, who'd've guessed? Total shocker.
* CelebrityImpersonator:
** According to Monsroso, he isn't the real Bowie, merely a shapeshifting supervillain who uses Bowie as his favorite public persona. Though apparently the two did meet and collaborate back in the '70s (the shapeshifter posed for the cover of ''Music/DiamondDogs'').
** On a meta level, James Urbaniak (Dr. Venture, Phantom Limb, etc) voices him in "Bowie" form. According to the creators, they tried to get the real Bowie, but he declined. This is also lampshaded with an on-screen disclaimer during Sovereign's first appearance as Bowie.
* TheChessmaster: In the conflicts he has been featured in, he has demonstrated an aptitude for thinking a few steps ahead of his opposition, like using the Ventures to disprove Phantom Limb's hereditical claim to leadership of the Guild. Proves to be in over his head against [[OutsideContextProblem the Investors and Killinger]], however.
* ChronicBackstabbingDisorder:
** He tries to pull a ''three-way'' backstab in events culminating in the pre-season six special "All This and Gargantua-2". He has most of the Guild's Council of 13 killed, promises Phantom Limb and the Revenge Society the open seats, then leaves them to die on the exploding Gargantua-2 while at the same time trying to have the Investors killed to get out of [[DealWithTheDevil a deal he made with them]]. He ''almost'' gets away with it, if not for an [[KarmicDeath accidental shot]] from Head Shot...
** ''Radiant is the Blood of the Baboon Heart'' reveals that he personally killed and usurped the previous Sovereign, supervillain Force Majeure.
* DeadpanSnarker: Witty, deadpan retorts to the more dramatic villains around him are part of his AffablyEvil charm.
--> ''"No. Please don't activate a broken coffee mug."''
--> ''"Right, the heir to the global evil organization is a bad man, who'd've guessed? Total shocker."''
* DealWithTheDevil: As revealed in "All This and Gargantua-2", a deal with the Investors is what helped him rise to the position of Sovereign. The events of that ExtraLongEpisode are kicked by his attempt to have them killed before they collect on their end of the deal.
* DroppedABridgeOnHim: The Sovereign is accidentally killed in his eagle form by Headshot when, after the boat the latter is on rocked by the Sovereign's base self-destructing, his rifle fires into the air.
* EveryoneCallsHimBarkeep: "Sovereign" is his title rather than his actual name, but it's also what everyone calls him aside from "David Bowie," which is his disguise.
* FauxAffablyEvil: He may be pleasant and charming, but he reveals his true colors in "All This and Gargantua-2" when he tries killing off the Council of 13 to get out of a deal with the Investors and nearly kills every innocent aboard the eponymous space station, a well as most of the Council of 13, in the process.
* FrameUp: After the [[ThrownOutTheAirlock "Movie Night" incident]], he quickly used his powers to impersonate SPHINX Commander and pinned the entire thing on SPHINX, kicking off the Pyramid Wars and wiping out their biggest source of competition.
* FromNobodyToNightmare: Even though he's not the real David Bowie, he's still the head of a major criminal organization thanks to a deal with the Investors.
* GreaterScopeVillain: Zig-zagged. He spent most of his presence in the series as an odd mix of this and BigGood, being the leader of the most powerful global evil organization, but whose main job seems to be keeping said organization from being ''too'' evil, and only showed up in person to pull EnemyMine situations with the heroes when one of his villains is going rogue. He swerves ''hard'' to full BigBad when he arranges the events of "All This and Gargantua-2", though even then it's with the motivation of killing the Investors.
* HugeHolographicHead: His appearances before the Council of 13 and other Guild members take this form.
* IJustWantToBeSpecial: His deal with The Investors allowed him to attain the position of Sovereign. When Dr. Mrs. The Monarch calls him out as a loser who just ''acts'' like he's important, he doesn't disagree.
--> '''Dr. Mrs. The Monarch:''' So, who are you really?\\
'''Sovereign:''' Oh, no one. [[AlasPoorVillain Just some bloke who wanted to be anyone but himself.]]
* IJustShotMarvinInTheFace: Ends up a victim of this when Headshot's rifle goes off as his hideout explodes. By some inexplicable turn of bad luck, it shoots him out of the sky while in eagle form.
* InexplicablyAwesome: Very little is known about him besides his shapeshifting powers. The pre-season six special "All This and Gargantua-2" reveals he got his powers thanks to a deal with the Investors.
* KarmicDeath: As pointed out by 21, it's poetic that a chump who [[IJustWantToBeSpecial wanted to "be somebody"]] died a chump's death of accidentally being killed by Headshot in his bird form.
* KilledOffForReal: Accidentally taken out by Headshot in the climax of "All This and Gargantua-2". Later confirmed by Dr. Mrs The Monarch in "Hostile Makeover".
* KlingonPromotion: ''Radiant is the Blood of the Baboon Heart'' reveals that he killed his predecessor, Force Majeure, to take over as Guild Sovereign.
* {{Leitmotif}}: A soft rock guitar riff plays whenever he first appears and often after he shapeshifts, as well.
* MysteriousPast: Very little is known about him, including his real name. He's a shapeshifter, made a deal with the Investors to become the Sovereign, and he usurped his predecessor for that position via KlingonPromotion. That's about it.
* NighInvulnerability: As seen in the "Showdown at Cremation Creek" two-parter, he can shrug off Phantom Limb's DeathTouch, which has been shown capable of causing instant death. The only apparent impact it has on the Sovereign is that it forces him to cycle through shapeshifted forms. However, he appears to be vulnerable to bullets, apparently being killed by Headshot at the end of "All This and Gargantua-2".
* NobleDemon: When you're in charge of an organization that ''enforces'' EvenEvilHasStandards on the supervillain community, you can't ''avoid'' being this trope. Come "All This and Gargantua-2", he mostly drops the "Noble" part as he nearly kills everyone aboart the eponymous space station and most of the Council of 13 attempting to get out of a deal with the Investors.
* NoCelebritiesWereHarmed: The first several seasons outright imply that the Sovereign really is a villainous Music/DavidBowie with shapeshifting powers. However, season four confirms that it isn't the real Bowie, though the two know each other and have collaborated.
* NoNameGiven: His real name is never revealed after it's confirmed that he's not actually David Bowie. He is only referred to as the Sovereign.
* NoodleIncident: What ''did'' he pull on Brock in Berlin? And was that even him or the real David Bowie? Brock does claim to have met both...
* OpenSecret: While the true identity of the Sovereign is supposed to be a carefully guarded Guild secret, just about everyone knows that he's the Bowie-impersonating shapeshifter.
* PetTheDog: He genuinely wanted to help Dr. Girlfriend and The Monarch get married, he's quite polite to Dean and even [[JerkWithAHeartOfGold Rusty]], and even takes time to offer [[TheStarscream Phantom Limb himself]] a chance to return to the Guild for medical treatment after the Sovereign's Diamond Dogs catch Limb robbing State University. He didn't have to do any of that.
* {{Rotoscoping}}: His HugeHolographicHead appearance has extremely naturalistic animation in this vein.
* ShapeshifterDefaultForm: He's a shapeshifter whose primary form is David Bowie's "Thin White Duke" character.
* SharpDressedMan: In his "default" form as "Thin White Duke"-era Bowie, he wears a very classy outfit.
* TheStarscream: Prior to [[KlingonPromotion successfully usurping]] the previous Sovereign, Force Majeure. He was apparently a "down-on-his-luck shapeshifter" who made a deal with the Investors "to be anyone but himself".
* UnderestimatingBadassery: He clearly, repeatedly underestimates Phantom Limb's abilities, as Limb has escaped the Sovereign himself and several Guild ambushes, the latter with ease.
* VoluntaryShapeshifting: His primary superpower. His "[[ShapeshifterDefaultForm default]]" form is the "Thin White Duke"-era David Bowie, but he's shifted into numerous other characters, and isn't limited to human shape/size either, having also become an eagle and a pack of cigarettes.
[[/folder]]
[[folder:The Investors]]
!!The Investors
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/maxresdefault_415.jpg]]
->'''Voiced by''': Creator/DocHammer, Creator/JohnHodgman, and T.Ryder Smith
A trio of intangible men in dark suits. Their ''modus operandi'' is making deals with people, offering immense power and rewards, but at great cost to those in their debt... While their exact status within the Guild is unclear, they have served several high-ranking members including Monstroso and even the Sovereign himself. Exactly what they are, where they came from, and the extent of their powers is never revealed.
----
* AmbiguouslyHuman: Are they magically empowered humans, aliens, demons, gods, or some other malevolent entities? "The Silent Partners" reveals that despite Billy's suspicions, [[ActuallyNotAVampire they're defintely not vampires]]. As of "All This and Gargantua-2", they are revealed to be some form of a higher being, of the same order as Dr. Killinger. Exactly what they are is still not revealed, although they have the same names as the three Greek gods of the Southwest, Northeast, and Northwest winds, strongly hinting they may be literal {{Physical God}}s. This is further supported by Doc Hammer in the creator commentary, musing that they may be "Greek gods or AncientAstronauts".
* BadassInANiceSuit: They all wear dark, snazzy suits, and the only being in the series who seriously threatens them is the equally AmbiguouslyHuman Dr. Killinger. Not even Brock and Shoreleave can scratch them.
* BaldOfEvil: Lips has a bald head and is just as dangerous as his brothers.
* BattleInTheCenterOfTheMind: Their lightsaber battle with Dr. Killinger is revealed to be one of these once outsiders enter the room to witness it. Skeiron and Lips are shown to be dead after having been slain during the psychic contest, leaving Caicias and Killinger staring at each other in a PstandardPsychicPstance.
* BigBadEnsemble: With the Sovereign in "All This and Gargantua-2", the Sovereign arranging the destruction of the eponymous space station to kill them and get out of his deal.
* BigBadDuumvirate: They appear to be equals in power, with none being in charge of the others.
* CainAndAbel: Killinger reveals them all to be brothers, making them the three Cains to his {{Antivillain}}ous Abel.
* ClassyCane: Lips carries a cane. It appears to be purely aesthetic since he hovers above the ground instead of walking and therefore doesn't actually need it.
* DealWithTheDevil: Making these is their ''modus operandi'', with them as the "devil". According to Brock, only Billy and White have "borrowed money from them and lived to panic about it". The Sovereign made one with them to become the leader of the Guild of Calamitous Intent, and his plan to destroy Gargantua-2 is an effort to kill them before they can collect on his part of the bargain.
* DiabolusExNihilo: Almost nothing is known about who or what these men are or where they came from. Their names imply they are Greek Gods, but this is never confirmed.
* TheDreaded: It is terrifying when they come to collect on your end of whatever deal you made with them. Even the 10-foot tall supervillain lawyer, Monstroso, is scared out of his mind when they show up for him in "O.S.I. Love You".
* EarlyBirdCameo: They first appeared in the background behind the speakers at the state university in the episode "Pomp & Circuitry", several episodes before their formal introduction. They were said to be there representing the '''G'''eneral '''C'''onsolidated '''I'''nsurance company...
* FatBastard: Lips is more heavyset than his brothers, and the large size certainly helps his intimidation factor.
* FallenHero: In the ''Radiance'' commentary, Publick and Hammer boil them down to this, saying that whatever they had been, be it Greek gods or AncientAstronauts, they were supposed to be here to help people and had fallen away from it. The conversation with their "brother", Dr. Killinger, in "All This and Gargantua-2" implies that he is continuing in their original mission, whatever it was.
* ForTheEvulz: The only motive they appear to have. They will commit horrific acts of villainy and make deals with deadly consequences for no reason other than because they can.
* FourEyesZeroSoul: Skiron and Caecius wear red-tinted glasses that help add to their sinister look.
* GhostlyGlide: They're [[IntangibleMan Intangible Men]] who never appear to walk, instead gliding smoothly from place to place and also have the habit of entering/exiting a room by levitating out of/into the floor.
* GreaterScopeVillain: In "All This and Gargantua-2", they're revealed to be the true power behind the Sovereign-era Guild of Calamitous Intent, the Sovereign having made a DealWithTheDevil with them to gain his position.
* HeartIsAnAwesomePower: Their primary powers are the ability to turn themselves and whatever they touch intangible. While not that impressive in paper, this both makes them invincible from harm and able to use it to kill, ranging from turning Monstroso intangible before falling to his death out of O.S.I.'s helicarrier, to reaching into King Gorilla's chest and pulling his heart out.
* HumanoidAbomination: All three of them. It was previously implied that they weren't human, and confirmed in "All This and Gargantua-2" where they're revealed to be the same kind of higher life form as Dr. Killinger. What that life form is, though, is never explained. It's possible, for example, that they are the Greek gods of the Southwest, Northeast, and Northwest winds (matching their names). The creator commentary muses that they could be AncientAstronauts as well.
* HumansAreInsects: They seem to view everyone else -- The Guild, O.S.I., and their various members and politics -- as mere pawns in a game that they're winning.
* InexplicablyAwesome: Almost nothing is known about them other than they are evil and extremely powerful, with the only hint about what they are is that they might be Greek gods.
* [[IntangibleMan Intangible Men]]: Bullets and knives just pass right through them. They can also walk through walls and floors, reach inside peoples chests, and phase them through walls.
* InvincibleVillain: As the Investors can become intangible at will, there is no chance of hurting, let alone stopping them, in most of their appearances. Even when The Sovereign tries to kill them by ensuring they are on Gargantua-2, despite his careful planning, his scheme is shown to have no chance of success as The Investors simply phase over to Meteor Majeure. It took Dr. Killinger to stop them for good.
* KilledOffForReal: By Dr. Killinger in "All This and Gargantua-2", via BattleInTheCenterOfTheMind.
* KnightOfCerebus: Funny things happen ''around'' them, but unlike such villains as The Monarch, their actions and presence are NEVER played for laughs. The most jokes they get is how extremely ''creepy'' they are. They're also far more ''dangerous'' than any other villain seen in the series, with renowned badasses like Brock and Shoreleave unable to even scratch them. Not even the Sovereign blowing up a space station with them on-board is implied to be able to harm them.
* LeanAndMean: Caecius is much thinner than his brothers but is no less dangerous or intimidating for it.
* TheManBehindTheMan: They are pulling the strings behind many of the arcs in seasons four and five ("The Silent Partners", "O.S.I. Love You") before moving into a BigBadEnsemble role in "All This and Gargantua-2".
* MasterOfDisguise: As shown during "O.S.I. Love You", then can perfectly impersonate two O.S.I. "[[InternalAffairs Misters]]", and a nonexistent third rookie agent, the point that not even the ProperlyParanoid ''Hunter Gathers'' suspects anything is amiss.
* MissingReflection: They either don't show up on film or have selective invisibility; when they approach Brock in "All This and Gargantua-2," none of them are visible on the O.S.I.'s camera feed even though Brock himself can see them clear as day.
* NewPowersAsThePlotDemands: The Investors mostly display intangibility and levitation powers. On occasion, they also use VoluntaryShapeshifting. In their final appearance, they also show selective invisibility and psychic powers. Given they are the same type of being as Dr. Killinger, there is likely little limit on what they can do.
* NothingIsScarier: Who are these men? What are they, and what is the full extent of their powers? It is all a mystery, and it all makes them more terrifying. They don't even talk in most of their appearances. They simply commit or enable acts of evil.
* NotSoAboveItAll: While almost everything else about them is played ''dead serious'', they're not above being as ridiculous as the other characters in the show in the right circumstance. Lips has a habit of waving to observers as he departs from whatever nightmarish thing the Investors have just done and all three of them choose ''lightsaber combat'' as their form of BattleInTheCenterOfTheMind combat.
* NotSoInvincibleAfterAll: After appearing unstoppable throughout all of their appearances, they are finally killed by Dr. Killinger in "All This and Gargantua-2" via BattleInTheCenterOfTheMind.
* OutsideContextProblem: Brock and Shoreleave may be some of the deadliest fighters in the world, but they can't even scratch The Investors. Absolutely nothing in their arsenal can even touch these guys and in fact almost get ''each other'' killed just trying to bring them down. In the end, it takes another OutsideContextProblem in the form of Dr. Henry Killinger to kill them.
* PowerFloats: We rarely see them walk when not shape-shifted, which adds to their creepiness and implied power.
* PsychicNosebleed: Caicias suffers one at the tail end of the BattleInTheCenterOfTheMind with Killinger after his brothers are slain, showing how Killinger has the upper hand.
* PsychicPowers: The Investors generally don't actually directly interact with the people around them, but rather use mental projections. It's why they don't show up on camera. While it looks like they're taking Killinger on in an epic lightsaber duel, it turns out to be a BattleInTheCenterOfTheMind.
* RedAndBlackAndEvilAllOver: Their evil nature is belied by their color scheme: all three wear black business suits with red pinstripes, Caecius and Skiron wear red glasses, Caecius has black hair while Skiron had dark red, and the three wield Sith-style red lightsabers during their duel with Henry Killinger.
* ReligiousAndMythologicalThemeNaming: As revealed in "All This and Gargantua-2", they are named Lips, Caicias, and Skeiron after the Greek gods of the southwest, northeast, and northwest winds, respectively. Given their powerset that is beyond anything else seen in the series (save their apparent "brother" Dr. Killinger), they may actually ''be'' {{Physical God}}s.
* ReverseArmFold: Caecius tends to hold his hands behind his back when he's the one doing the talking, which gives him a shady-yet-professional edge.
* TheRuntAtTheEnd: Inverted. Lips, the biggest of the group, is always the last to phase out whenever they make an exit; usually he takes this chance to give a faux-friendly wave to anyone watching.
* SharpDressedMan: They each wear black pin-stripe suits.
* SiblingsInCrime: They're stated to be brothers and commit/enable acts of evil through the deals the make with people.
* SinisterSchnoz: Caecius has a prominent nose accentuated by his pencil-thin mustache.
* SmugSuper: When Brock and Shoreleave both try to fight the Investors, the trio walks away without fighting back, not considering either man a threat since neither has any way to hurt them. "All This and Gargantua-2" reveals they consider [[HumansAreInsects all of humanity]] inferior to them.
* TakesOneToKillOne: {{Implied|Trope}}. While it's never stated that this is the ''only'' way to kill them, absolutely nothing else in the series even scratches them until Killinger, who they call "brother" and has a similar power set, takes them out via BattleInTheCenterOfTheMind.
* UnexplainedAccent: For some reason, they speak with Hungarian accents.
* VillainousWidowsPeak: Skiron has short, slicked hair with a widow's peak clearly visible.
* TheVoiceless: Until "O.S.I. Love You" when disguised as the O.S.I. company men. Later, in ''All This and Gargantua-2'', they speak in their own voices for the first time.
* VoluntaryShapeshifting: One of their powers, as seen in "O.S.I. Love You" when they perfectly impersonate two O.S.I. "[[InternalAffairs Misters]]" and a non-existent rookie agent.
[[/folder]]
[[folder:Force Majeure]]
!!Force Majuere
[[quoteright:940:https://static.tvtropes.org/pmwiki/pub/images/fm_helmet.png]]
->'''Mantilla''': I'm the daughter of Force Majeure, the last true Sovereign of the Guild!
The leader of the Guild of Calamitous Intent before the Sovereign and an enemy of Jonas Venture Sr.
----
* ArchEnemy: To Jonas Venture Sr. The fact that Jonas is [[VillainWithGoodPublicity technically]] the BigGood of the Venture-verse immediately demonstrates how big of a threat this guy was.
* BaldOfEvil: He's bald underneath his helmet and was the leader of the world's foremost supervillain organization.
* BlowYouAway: During the flashback in ''Radiant is the Blood of the Baboon Heart'' which includes a brief scene of him battling Jonas Venture Sr. directly, he launches an attack that looks like a tornado.
* CaptainErsatz:
** The cape and helmet are dead-ringers for [[Characters/MarvelComicsMagneto Magneto]], a major Marvel supervillain. The asteroid base that the Guild currently operates out of was confirmed to have originally been his, which is a reference to Magneto's go-to lair, Asteroid M.
** The bald head, the image of him sitting at the head of a round-table for supervillains, and his position as the undisputed ArchEnemy for the series' ([[VillainWithGoodPublicity apparent]]) BigGood position him as the Venture-verse's version of [[Characters/SupermanLexLuthor Lex Luthor]], specifically the ''WesternAnimation/{{Superfriends}}'' version.
* ConnectedAllAlong: He's the father of Mantilla, who provided Rusty with her egg cells in exchange for his help transferring her mother's invisibility powers to her, which Rusty used to create Hank and Dean. He's the biological maternal grandfather to the "Venture Brothers".
* DeathByOriginStory: He was killed and usurped by the Sovereign in Mantilla's backstory.
* KlingonPromotion: Fell victim to one. The Sovereign ascended to power in the Guild by killing and usurping him, in classic supervillain fashion.
* LegionOfDoom: The Council of 13 while he was leader of the Guild was much closer to this than the later OmniscientCouncilOfVagueness it becomes under his successor. He meets with them in-person, sits at the "head" of the table, and is much more active in his villainy than the later Sovereign, even being shown attacking Jonas Venture Sr. personally.
* TheManBehindTheMan: As the previous Sovereign to the Guild of Calamitous Intent, he was essentially the "boss" of all villains within the organization.
* MeaningfulName: "Force Majeure" is a term in contract law wherein an extreme, extraordinary event outside the control of both parties stops one or more of them from fulfilling their legal obligations. It's a fitting name for a master supervillain.
* ShoutOut: Beyond [[MeaningfulName the meaning of the term]] in a legal sense, ''Force Majeure'' is the name of a Music/TangerineDream album, one of several shout outs to ProgressiveRock bands throughout the series.
* PosthumousCharacter: Has been dead for decades when he's first mentioned and is only seen on-screen during a DeathByOriginStory flashback.
* SigilSpam: Has a sigil shaped like a stylized "M" and wears it on his helmet, cloak fastener, and has his LegionOfDoom-style table built in its shape.
* UnseenNoMore: He finally makes a physical appearance (albeit in a flashback) in ''Radiant is the Blood of the Baboon Heart'' after having been previously mentioned twice in the show.
[[/folder]]
!!!Council of Thirteen (New)
[[folder:Dr. Mrs. The Monarch]]
->See her entry on the [[Characters/TheVentureBrosTheMonarchandCohorts Monarch and Cohorts]] page.
[[/folder]]
[[folder:Phantom Limb]]
!!Dr. Hamilton G. Fantomas (Phantom Limb, Revenge)
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/phantom_limb_1450.jpg]]
->'''Voiced by''': James Urbaniak
->''"No one retires from the Phantom Limb's shit list!"''
Grandson of the adventurer and Guild-founder Literature/{{Fantomas}}, Hamilton Fantomas was born with atrophied limbs and his attempt to speed up their muscle growth instead gave him invisible limbs that could kill with a touch. After turning to supervillainy with his newfound powers, he worked his way up in the Guild, always with an eye on the Sovereign's position. Dr. Girlfriend served as his #2, "Queen Etherea", while the two dated before the beginning of the series. She returns to him in season two after leaving the Monarch, causing much of the conflict while Limb attempts to usurp the position of Sovereign in a coup. Defeated and crippled, he loses his grip on reality and forms his own rival supervillain group known as the Revenge Society, while also trying to take over the Guild regardless. With the help of Prof. Impossible, Phantom Limb's body and mind are restored and, after the Sovereign's death, he re-joins the Guild as a member of the new Council of 13,
----
* AffablyEvil: Before his mental breakdown and then again after recovering. He's a [[ManOfWealthAndTaste refined villain who enjoys the finer things]], will be perfectly cordial to those around him, and even dabbles in stolen art. He can also [[DeathTouch kill you by touching you]]... if he's not too busy yachting or drinking wine.
* AllMenArePerverts: He really, really likes making Dr. Girlfriend wear her [[{{Stripperiffic}} Queen Etherea costume]] and is implied to masturbate into it after she leaves him.
* AmbiguouslyBrown: ''Very'' ambiguously. He has a darker skin tone than most of the white characters, but his ethnicity is unclear. The Monarch at one point notes that Phantom Limb "wears an awful lot of purple for a white guy" (though given his status as a proudly PoliticallyIncorrectVillain, this is somewhat dubious). He's descended from Fantômas, who was French and is darkly-tanned in most of his appearances, including the 1960s films where he is played by the tan Creator/JeanMarais which were an inspiration for Limb's design. The WholeEpisodeFlashback "The Invisible Hand of Fate" shows him with fairer skin in his pre-villain days and his "deranged" appearances as "Revenge" show him with lighter skin as well.
* AnArmAndALeg: He literally loses an arm and leg after his altercation with the Sovereign during the Battle of Cremation Creek ended with his airship crashing. It doesn't slow him down much, as even with prosthetics, he is still able to infiltrate the Guild headquarters to kidnap Red Mantle and Dragoon. Prof. Impossible later reconstructs his machine, restoring Limb's arm and leg.
* ArcVillain: He's the biggest antagonistic force of season two owing to his rivalry with the Monarch and relationship with Dr. Girlfriend. He even comes closest to outright killing the Venture family of any villain to that point, mostly just to piss the Monarch off.
* BigBad: As the mutual enemy to Dr. Venture and The Monarch in season two. After that, he spends most of his time [[BigBadWannabe trying to get back into that role without success]].
* BigBadWannabe: After his defeat during "Showdown at Cremation Creek", he makes multiple attempts to reesstablish himself as high-level villain. First, he attempts to use his heritage as the grandson of Fantômas and the ORB while in his "Revenge" persona to usurp the Sovereign, then [[StartMyOwn starts his own]] supervillain team with the Revenge Society. In "All This and Gargantua-2", it's revealed that he has made a deal with the Sovereign to destroy the eponymous space station for a seat on the council, only to be double (or even triple) crossed and left for dead. Through the machinations of Dr. Killinger, he is saved and finally given a seat on the council.
* CardCarryingVillain: He makes a lot of grand speeches about how [[ForTheEvulz awesome it is to be evil]] and is the epitome of a WickedCultured, SmugSnake, ManOfWealthAndTaste-style villain.
* {{Cloudcuckoolander}}: After his defeat in the Battle of Cremation Creek, he is on the run from the Guild and goes through intense SanitySlippage, believing his "team" consisting of a coffee mug, shoe, and toaster are all real people. With his DeathTouch and intimate knowledge of the Guild, he is still ''very'' dangerous.
* CompanionCube: As "Revenge", he forms a new Guild consisting of a toaster, a mug, and one of Dr. Girlfriend's high-heeled shoes. Turns out they're not so harmless, as he manipulates them with his detached invisible limbs to use in combat... or just plain throws them at enemies.
* DeconstructedCharacterArchetype: Of the WickedCultured, ManOfWealthAndTaste class of villain. He comes across as charming, handsome, and FauxAffablyEvil. He is educated, well-spoken, has a taste for foreign and exotic food, has refined and excellent taste in decor, and is a competent villain, capable of earning even Brock Samson's respect. As time goes on, however, he is shown to actually be a [[TheDandy foppish]], [[StrawMisogynist misogynistic]], [[ItsAllAboutMe narcissistic]], WickedPretentious, BigBadWannabe who seems to think that he's special for appreciating unserrated knives and struggles to function as an effective villain when he is no longer backed by the Guild.
* DetachmentCombat: He can still control and re-attach his invisible limbs after they have been cut off. He uses them to manipulate his {{Companion Cube}}s to break out of Guild detention.
* TheDragon: Subverted. When first introduced, he implies that he is second-in-command after The Sovereign, and is clearly in place to usurp him... But we learn that he's ''not'' actually the second-in-command (he's not even on the Council of 13) and the Sovereign never really trusted him at all. He thinks he's taking this role again in "All This and Gargantua-2", having the Revenge Society attack the eponymous space station under the geise of a heist while really scheming to destroy it at the behest of the Sovereign, who has promised him a council seat. The Sovereign double-crosses him in the end.
* EvilCounterpart: To Hunter Gathers. Both were originally archenemies as revealed in "The Terminus Mandate", and both left their respective organizations (Hunter, because he was fed up with "[[ObstructiveBureaucrat hot bureaucracy, poured in [his] lap]]", Phantom Limb because of a failed coup to take over the Guild) and formed [[StartMyOwn their own groups to be/fight evil on their own terms]]. Interestingly, despite SPHINX's purpose being fighting villains who don't sign up with the Guild, their respective organizations never clashed onscreen.
* EvilerThanThou:
** Subverted during his coup attempt on the Sovereign. He's a powerful villain with years of experience in the Guild, but even with the element of surprise and multiple Guild traitors on his side, he is defeated by the Sovereign/Monarch/Venture forces and [[AnArmAndALeg left crippled]] with severe SanitySlippage.
** After pulling himself together and founding the Revenge Society (with other actual villains instead of [[CompanionCube inanimate objects]]), he makes a deal with the Sovereign to blow up the Gargantua-2 space station in exchange for a council seat. He proves to be in over his head, getting betrayed by the Sovereign, failing to do anything to the Investors, and is ultimately saved and brought back into the Guild by Dr. Killinger.
* FaceHeelTurn: He was a member of the Team Venture "Boys Brigrade" and spent time as a self-proclaimed "goody two-shoes scientist" before the FreakLabAccident that turned his limbs invisible and gave him a DeathTouch turned him to villainy.
* FamousAncestor: He is the grandson of Literature/{{Fantomas}}.
* FogFeet: His legs (as well as his arms and, apparently, penis) are invisible as a result of the super-science incident that gave him his powers.
* FreakLabAccident: He had Billy use an experimental "muscle growth accelerator" machine on him to restore his atrophied limbs, but as Billy was working for the O.S.I. and didn't actually write the groundbreaking scientific paper Limb thinks he did, the experiment goes awry, leaving him with invisible limbs and a DeathTouch.
* FreudianExcuse: Cites being born without fully functional limbs while spending most of his youth and adulthood from the Boy's Brigade to the halls of academia surrounded by able-bodied geniuses as his core reason for reaching out to the Guild and murdering one of his own students to create the experimental device he hoped would fix his arms and legs.
* HandicappedBadass: After the events of the season two finale, he has just one arm, one leg, and has become [[SanitySlippage completely unhinged]] as "Revenge". He is still able to, first, break ''into'' the Guild to kidnap two council members and later, break out of the Guild's prison.
* HazyFeelTurn: While he never outright joins the "heroes", post-"All This and Gargantua-2" he's rejoined the Guild as part of the reformed Council of 13 and is much more of a team player. Notably, he seems to have dropped any [[StayInTheKitchen misogynist attitude towards Dr. Girlfriend]], being very respectful of her ability as a fellow Council member.
* HesBack: After his run as "Revenge" and breaking out of Guild confinement, he reunites with Prof. Impossible who helps restore his lost limbs and set his head back on straight as the two found the Revenge Society.
* ImprobableWeaponUser: Successfully disables a series of Guild death-traps using a common household ''toaster'' and later disarms a group of Guild soldiers using a ''high-heeled shoe'' as a boomerang in "The Revenge Society".
* KnightOfCerebus: Comes far closer to killing the Venture family than anyone else has in ''Victor. Echo. November.''. Even certified badass ''Brock'' realizes that they "might not make it this time" when he realizes it's the [[EliteMooks Guild Strangers]] they're up against instead of the usual [[{{Mooks}} henchmen rabble]].
* LargeHam: He's very fond of [[MilkingTheGiantCow dramatic hand motions]]. Not that the viewer can see them...
--> '''Phantom Limb''': I'm wringing my hands... ''MENACINGLY''!
* LegacyCharacter: He is the grandson of Literature/{{Fantomas}} and believes he has a claim on leadership of the Guild as a result.
* ManOfWealthAndTaste: Has a very sophisticated, aristocratic manner about him, likes fine cheeses and wines, lives in a home based on the Frank Lloyd Wright [[http://en.wikipedia.org/wiki/Storer_House_%28Los_Angeles%29 "Storer House"]], and sells stolen artwork as his brand of supervillainy.
* MaskOfSanity: "The Invisible Hand of Fate" depicts him as rather unhinged even before becoming a supervillain, which informs his mentally unstable actions that vary in manicness and lucidity for the next two seasons.
* MyGodWhatHaveIDone: Once he realizes that the Sovereign betrayed him and the Revenge Society to die on Gargantua-2 after going behind the backs of his teammates to make a deal with him. He gets hit with this so badly that he genuinely considers himself unworthy of a place in the new Council of 13, a position he fiercely coveted until that point.
* NeverMyFault: Believes Billy Quizboy owes him for the near-death lab accident that gave him his powers, despite is own refusal to listen to Billy's confession that his super-science expertise was bogus.
* NewPowersAsThePlotDemands: Phantom Limb's powers continue to change. In "The Trial of the Monarch", his DeathTouch causes veins to pop up on his victims, and his arms don't seem to glow (he was wearing a heavy coat, but no light came out of the disconnect between gloves and sleeves). All other appearances neglect the veins and have his arms glow green and red for the touch of death. Season four shows he can detach and control his limbs, which glow blue, while his powers seem to be electricity based, and it seems he can regulate how much charge they give (as he stunned Dean instead of killing him).
* NotQuiteDead: Wisdom, the coffee cup Limb accused of being the shapeshifted Sovereign, has been put back together. Ironically, Chuck (the toaster) and Lady Nightshade (the shoe) "perished" in the scuffle that occurred after his escape from Guild detainment.
* NotSoAboveItAll:
** Despite his WickedCultured status, "The Inamorta Consequence" reveals that he has an apparent fondness for the old ''Franchise/JamesBond'' films, and even fanboys a bit about the gun on the poster of ''Film/FromRussiaWithLove'' ("the one that looked like the old Princess Leia gun"), being visibly saddened when Shore Leave tells him [[OffTheShelfFX it was a BB gun repurposed as a prop]].
** His current high-ranking WickedCultured status is a smoke-screen; he started out as a nobody in the Guild and worked his way up by playing the game and kissing ass, and is now deeply ashamed of his humble beginnings. A brief exchange with Dr. Mrs. The Monarch mentions that his early days as a supervillain were fueled by "a diet of ramen noodles and Sphagetti-Os, driving around in a Honda Accord with a ghost on the hood."
* ObfuscatingInsanity: Downplayed in that he obviously wasn't in his right mind in "The Revenge Society", talking to his {{Companion Cube}}s and attempting to activate a potential doomsday device, but he wasn't as outright batty as he seemed, either. In "Pomp and Circuitry", it's revealed that he was waiting for the perfect time to escape Guild confinement, get his body restored, and [[StartMyOwn form his own Guild]] with other failures of superheroes and villains which actually achieves some success (including nearly killing Dr. Venture).
* OlderThanTheyLook: Given that he served in the Team Venture "Boys Brigade" as a preteen in the late '60s and was a full professor when Sheila was a college student, Phantom Limb must be in his sixties by the time of the series, yet looks no older than the rest of the adult cast. It is implied that his limb enhancer machine also imparts youth, as he ages rapidly while on the run between "Showdown at Cremation Creek" and "The Revenge Society", but goes back to looking youthful when Prof. Impossible helps him to rebuild it in "Pomp and Circuitry".
* ProfessionalButtKisser: Phantom Limb is showy and ruthless to anyone he sees as beneath him (which is just about everyone), but he changes his tone the second he's addressing a superior in the Guild. Whenever addressing figures like The Sovereign, the Council of 13, or the Investors, he lavishes them with praise and compliments, while giving himself insincere put-downs. Of course, being TheStarscream, this is all a ''painfully'' transparent act he only keeps up until he thinks he can get away with stabbing them in the back.
* PunnyName: His villain name is drawn from [[http://en.wikipedia.org/wiki/Phantom_limb Phantom limb syndrome]] and blends well with being the grandson of Literature/{{Fantomas}}.
* PutOnABus: He goes on the run following his failed coup at the end of season two, only appearing in flashbacks and a single {{Stinger}} in season three. TheBusCameBack with a vengeance in the middle of season four, as he's a major figure in all of "The Revenge Society", "Pomp and Circuitry", and "Bright Lights, Dean City". He (and the Revenge Society) recur infrequently after that before getting major roles in "All This and Gargantua-2", after which Limb becomes a regular as a new Council of 13 member.
* RedRightHand: He has invisible limbs and can [[DeathTouch kill with a touch]].
* RomanticFalseLead: His initial role, being the ex-boyfriend Dr. Girlfriend returns to after she leaves the Monarch, driving much of season two's conflict.
* ShoeSlap: Uses a high-heeled shoe like a boomerang in "The Revenge Society".
* ShoutOut: To pulp hero ComicStrip/ThePhantom, between the names and similar costumes, with his outfit also intended to vaguely resemble that of Steve Ditko's ComicBook/ShadeTheChangingMan.
* SmallReferencePools: Want to know just how well this show averts this? Phantom Limb is one of its major villains and is a descendent of Fantômas, a French character who is largely unknown in the US. The trope itself is, fittingly, one of his pet peeves, as seen when he tried to sell a Rembrandt to a Mafioso who only wanted Art/TheMonaLisa.
--> '''Phantom Limb''': Look, the Mona Lisa's not a better painting, it's merely a more famous one...
* SmugSnake: He's an overconfident WickedCultured, ManOfWealthAndTaste supervillain who thinks he's better than everyone else. It almost always leads to his downfall.
* TheStarscream: To the Guild Sovereign, attempting to usurp him in the season two-ending "Showdown at Cremation Creek" two-parter, only to be defeated, cripped, and forced to go on the run. After a period of SanitySlippage as "Revenge", he [[StartMyOwn starts his own]] villain organization that later gets folded into the Guild after the Sovereign's death, leaving Limb on the new Council of 13.
* StartMyOwn: In season four's "Pomp and Circuitry", he starts his own Guild for villains including the [[FaceHeelTurn Face-Heel Turned]] Prof. Impossible and Baron Ünderbheit. He later recruits new members in "Bright Lights, Dean City", gets assistance from Dr. Killinger, and then they attack the eponymous space station in "All This and Gargantua-2" after which Limb is invited back into the Guild as a member of the new Council of 13.
* StayInTheKitchen: A thoroughly unsympathetic example. There is no misguided chivalry at work here, just plain old misogyny. Dr. Girlfriend ends up leaving him for the Monarch ''twice'' because he insists on reducing her (a brilliant engineer with a genuine doctorate) to arm candy.
-->'''Phantom Limb''': (''After Dr. Girlfriend calls him out on crashing her wedding'') Sweet girl, you're being irrational, and such is the curse of your sex. I forgive you.
* StrawMisogynist: He seduces and hires Dr. Girlfriend as his [[TheDragon #2]] (who is established to be a fully-capable GadgeteerGenius) [[StayInTheKitchen as nothing more than arm-candy]], complete with a [[{{Stripperiffic}} super-revealing]] outfit. This has led to Dr. Girlfriend breaking up with him ''twice'' for the Monarch who, when his HairTriggerTemper isn't getting the better of him, respects her as an equal.
* StockUnsolvedMysteries: He at one point tries making a black market sale of "Storm on the Sea Of Galilee" to a Mafioso. The painting is a Rembrandt and one of 13 works of art that were stolen during the Isabella Stewart Gardner Museum theft of 1990.
* SuperPowerLottery: A big winner as far as the series goes. "I can kill a man by [[DeathTouch simply touching him]]. Now what were your special powers again?"
* TookALevelInKindness: Following the events of "All This and Gargantua-2" and his addition to the Guild's new Council of 13, he becomes markedly less of an asshole, treating Dr. Mrs. The Monarch with a lot more respect compared to his sexist attitude from earlier, and overall acts like much more of a team player with the Guild.
* TouchOfDeath: The experimental "muscle growth accelerator" he tested on himself gave him this power as a side effect, along with his invisible limbs. He does have some manner of control over it, at least, and can use a lower-powered version to simply stun people (as he does to Dean at one point).
* VillainousBreakdown: Following his defeat at the Battle of Cremation Creek and going on the run from the Guild, he undergoes severe SanitySlippage to the point where he [[CompanionCube talks to a coffee mug, shoe, and toaster]] as if they're real people. He gets better after escaping the Guild and recruiting Prof. Impossible to restore his body, then founds the Revenge Society (with real people).
* VillainousFriendship: By the time of "All This and Gargantua-2", he does actually feel some affection for the other members of the Revenge Society. He doesn't want Sovereign [[YouHaveOutlivedYourUsefulness to kill them after they have outlived their usefulness]] and feels remorse for "betraying" the Revenge Society, even though he tried to justify it to them by saying he was doing it so they could all be on the Council of 13.
* VisibleInvisibility: His limbs avert the trope, which is an occasional [[PlayedForLaughs source of humor]] - such as when he tried "wringing [his] hands - [[MundaneMadeAwesome menacingly]]!", only for nobody to know what he was doing.
* WhatKindOfLamePowerIsHeartAnyway: Subverted. In his first appearance, his only [[IncrediblyLamePun visible]] power is having invisible limbs. Later, it turns out that his limbs can instantly [[TouchOfDeath kill by touch]], deflect projectiles, [[ShockAndAwe become electrified]], and can perform DetachmentCombat.
* WickedCultured: He's a villainous ManOfWealthAndTaste who comes across as charming and AffablyEvil. He once talks about having sold out his villainous principles for high culture accoutrements such as dealing in stolen art instead of 'the old stuff'. In that same episode, he laments how many of his fellow art thieves want to steal the Mona Lisa, for no other reason than [[SmallReferencePools it's a famous painting]], and not because they appreciate it as art.
[[/folder]]
[[folder:Red Mantle & Dragoon]]
!!Red Mantle and Dragoon
[[quoteright:198:https://static.tvtropes.org/pmwiki/pub/images/redmantledragoonhybrid.png]]
[[caption-width-right:260:[[labelnote:Click here to see their pre-conjoinment appearances]] https://static.tvtropes.org/pmwiki/pub/images/red_mantle_and_dragoon_7611.jpg[[/labelnote]]]]
->'''Red Mantle voiced by''': Doc Hammer
->'''Dragoon voiced by''': Christopher [=McCulloch=]
->'''Red Mantle''': Two heads ''are'' better than one!
->'''Dragoon''': What does that have to do with anything?
->'''Red Mantle''': Nothing, I've just been wanting to say that all day. I got sick of waiting for an opportunity.
Originally the musicians Music/BuddyHolly and Music/TheBigBopper, they were recruited into the Guild by Literature/{{Fantomas}}. Now the seniormost members of the Guild's Council of 13, they were kidnapped by Phantom Limb during his "Revenge" phase during which Dragoon suffered a near-fatal heart attack and had to have his head conjoined to Red Mantle's shoulder to survive. Having spent decades away from active arching, they are very out of touch with the affairs of modern villainy.
----
* {{Acrofatic}}: Dragoon, before their merging, was heavyset and able to throw Phantom Limb around the Council Chamber like a ragdoll.
* AscendedExtra: They were originally just two of many voiced silhouettes on the Council of 13, but became recurring characters after "The Revenge Society".
--> '''Doc Hammer''': We took silhouettes and gave them an episode.
* BlingOfWar: Dragoon's outfit appeared to be a 19th century ceremonial Prussian military uniform.
* ButForMeItWasTuesday: Dragoon is credited for overseeing the execution of the Iron Infidels, something he doesn't even remember. Though that might be less because it "was Tuesday" and more because Dragoon is [[ScatterbrainedSenior partly senile]].
* {{Cloudcuckoolander}}: Dragoon is becoming a ScatterbrainedSenior, leading to moments like this. In particular he confuses the cartoon show "Wacky Races" with events from his own life.
* ClothesMakeTheSuperman: If a throwaway line in the season five HalloweenEpisode is to be believed, Red Mantle's magical powers come from, surprise surprise, his [[ExactlyWhatItSaysOnTheTin red "power mantle"]].
* DishingOutDirt: Red Mantle's apparent power (or at least one of them), as seen in the season five episode "Bot Seeks Bot" when he uses this power to move dirt onto the grave of the deceased Councilman #4 (Clue Clown).
* EnemyMine: They pull this along with Dr. Z in "All This and Gargantua-2", offering the Sovereign's location to the O.S.I. in return for clemency and protection.
* EvilSoundsRaspy: Dragoon has a raspy voice and serves on the leadership council for a Guild of supervillains.
* HellishPupils: Dragoon has slit pupils. He might be a very very mild case of DraconicHumanoid, to go with the usual pop-cultural dragon/dragoon thing, but it's never made clear.
* LawyerFriendlyCameo: It is made ''very'' clear that they are actually Music/BuddyHolly and Music/TheBigBopper, with the plane crash that killed both musicians merely a cover for their induction into the Guild.
* MagicIsEvil: Dragoon's views on sorcery are extremely backwards and judgemental, especially for a supervillain. He calls all displays of magic "blasphemous" and "dark-sided", which makes his attachment to Red Mantle, a spellcaster himself, rather awkward.
* MultipleHeadCase: After Dragoon suffers a heart attack from Phantom Limb's TouchOfDeath, he has to have his head sewn onto Red Mantle's shoulder in this fashion. After some time adjusting and coordinating to this arrangement, Dragoon insists that he will eventually take over the whole body.
-->'''Dragoon''': I've been standing here all day with my dick in my hand!
-->'''Red Mantle''': That was MY dick.
* NominalVillain: They've been retired from active villainy for so long that they've completely lost whatever villainous edge they once held. The most hostile action they've ever taken on their own is probably throwing a pen at Snoopy.
* OlderThanTheyLook: As Buddy Holly and the Big Bopper, they would be pushing 80 by the time of the series. Neither looks quite that old and both, especially Dragoon before their merging, are still pretty spry for that age.
* RacistGrandpa: The only way Dragoon will attend Orpheus' gathering of mystics and mages in "A Very Venture Halloween" is in costume, so they dress as ''Film/TheThingWithTwoHeads'', complete with Dragoon in {{Blackface}} as Rosey Grier. Jefferson Twilight is horrified, while Red Mantle is just embarrassed.
* RetiredBadass: The two are guild masterminds and Dragoon still had some fight in him before losing his body. In fact, they have been retired for ''so'' long that they never get a final arch in "The Terminus Mandate", as they outlived every protagonist they could call an archenemy.
* ScatterbrainedSenior: Dragoon appears to be going mildly senile, conflating his life with fictional events and [[SeniorSleepCycle falling asleep at odd times]].
* SilenceYouFool: Dragoon hung several lampshades on this during the Council's first appearance, calling out at innappropriate times and discussing how it makes the interrogation harder.
* ShoutOut: Dragoon's initial appearance and personality are drawn from Y.A. Dragon in ''Film/TheEigerSanction''.
* StoutStrength: Dragoon, before their merging, was heavyset and able to throw Phantom Limb around the Council Chamber like a ragdoll.
* ThoseTwoGuys: To the Guild council. Not that they have much of a choice, being a MultipleHeadCase.
* VillainousFriendship: Red Mantle is revealed to have been on very good terms with Councilman #4, the Clue Clown, going so far as to mourn at the latter's funeral. The sentiment is ''not'' shared by Dragoon, who never cared for him.
[[/folder]]
[[folder:Dr. Z]]
!!Dr. Z
[[quoteright:327:https://static.tvtropes.org/pmwiki/pub/images/shot156.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"BAH! When Dr.Z harasses you, you'll know it! A giant metal crab would tear the roof off your trailer and no less than six suicide assassins would spring from its belly!"''
The primary antagonist to Action Johnny's family, Dr. Z has long since retired from active supervillainy and serves on the Guild's Council of 13.
----
* AffablyEvil: He's settled down in his old age and is now downright friendly, to both fellow villains and even former arch enemies like Action Johnny. When Johnny and Rusty's "boy adventurer" support group show up to his home in "Self Medication", believing he killed their therapist, he and his wife invite them in, sit them down, and try to help them let go of the past that's haunting them. He even adopts Ro-Boy after the discussion.
* AlterKocker: Despite clearly being of Asian descent, his accent tends to skew vaguely Yiddish. In the creator commentary, the creators discuss that it's mostly because he'd old and many non-Jewish old people can sound vaguely Yiddish.
* ArchEnemy: To Action Johnny and his family back in the day. He also arched Jonas Sr. in the past, as well.
* AmbiguouslyBi: When he comments on how much he loves his wife, Mrs. Z makes a comment that she thought she was his "[[TheBeard beard]]", meaning he allegedly married her to publicly show that he was straight. He also slept with the Blue Morpho, although he was under the impression that he had seduced tennis champion and notable lesbian Billie Jean King. Jackson Publick eventually clarifies [[AllThereInTheManual in the artbook]] that his love for his wife is genuine, [[https://i.imgur.com/YVf95oQ.jpg and that he had crushed on her for a long time before they got together]].
* BadBoss: Years of being SurroundedByIdiots caused him to adopt a [[YouHaveFailedMe "zero bungle tolerance"]] policy in regards to his minions, to who he insultingly refers to as "bunglers" by default.
* BladeBelowTheShoulder: "[[Recap/TheVentureBrosS7E4TheHighCostOfLoathing The High Cost of Loathing]]" shows that he carries an ''Franchise/AssassinsCreed''-style concealed wristblade.
* BuffySpeak: Lapses into this as English isn't his first language, such as describing a "cyborg" as a "super cool robot" who "had parts of a real live guy".
* CoolOldGuy: Despite being a villain, he shows up to Dr. Venture's day camp to put on a show for the kids. He also provides therapy to the boy adventure's therapy group.
* DrugsAreBad:
** Got "pinched" when a "bungler dropped dime" and turned him in for smuggling narcotics in Singapore in the '70s. He spent some time in prison since, as one of their general rules forbids dealing in narcotics, the Guild wouldn't help him get out. He eventually escaped on his own.
** He wants to help Action Johnny get off of drugs and, in "The Terminus Mandate", offers to let Johnny move in with him so he can help take care of him.
* EvenEvilHasStandards: After finding out that Venturion (whom he would, later on, reprogram into the villainous Vendata) was actually a cyborg and was thrown out by Jonas Venture Sr., he contemplated putting him out of his misery before ultimately turning him into a weapon against Jonas. This says a smidge more about his moral and ethical boundaries for being a super-scientist when compared to the [[VillainWithGoodPublicity publicly heroic]] Jonas.
* EvilKnockoff: Enjoyed commandeering or replicating Jonas Venture Sr.'s creations so he could [[HoistByHisOwnPetard use them against him]]. A flashback shows Dr. Z leading an army of H.E.L.P.eR. robots against their creator.
* {{Expy}}: Of Dr. Zin from ''WesternAnimation/JonnyQuest'', who he is strongly implied to [[LawyerFriendlyCameo actually be]] in all but name.
* HappilyMarried: He genuinely loves his wife and one of his regrets is that he didn't marry her sooner, before she became barren.
* LawyerFriendlyCameo: Like with "Action Johnny" he's clearly meant to be Dr. Zin from ''WesternAnimation/JonnyQuest'', but Creator/WarnerBrothers (who owns both properties) wouldn't let them actually ''say'' it's the same character. This leads to a few clever write-arounds, like using ScatterbrainedSenior moments that are really him misrembering.
* LikeASonToMe:
** He's come to view Johnny as the son he never had and fondly recalls his time with him as an arch. When he is forced to retire as an active villain, his final arch is Johnny and he offers to let him move into his home and help get Johnny's life back together. Johnny decides that he might take the offer, but he's going to need time to think on it and maybe he can just borrow a few bucks from Dr. Z for now. In exchange, Johnny says he'll run and hide from Dr. Z so that the man can relive his nostalgia.
** At the end of "Self Medication", he and his wife adopt the permanently young "boy adventurer" Ro-Boy.
* MistakenForPedophile: When he meets up with Johnny in rehab, he awkwardly clarifies that his conflict with Johnny and his father was strictly an "arch" relationship shortly after he gets caught up in the minutiae of how the word "platonic" (which is how he initially described said rivalry) is derived from Plato who himself promoted pederasty.
* MundaneMadeAwesome: He revels in [[LargeHam over-the-top classic cartoonish villainy]] (EvilLaugh, dramatic speeches, MilkingTheGiantCow, etc.) and will still put on a show to entertain younger villains or children.
* TheNapoleon: He's the shortest member of the Council of 13 and has a long history a genuinely menacing super-villain. Even in his old age where he's mellowed out considerably, he's still hot-blooded and quick to fire off a dramatic evil speech if he feels insulted.
-->'''Dr. Z''': (''after Johnny accuses him of killing his therapist'') BAH! When Dr.Z harasses you, you'll know it! A giant metal crab would tear the roof off your trailer and no less than six suicide assassins would spring from its belly!
* PaperThinDisguise: When on the Council of 13 telescreens, he wears fake ears and a fake mustache to hide his identity. Since he survived the purge of the Council, it seems to have worked. Later, when on the run from the Sovereign, he dresses as a rabbi. He's still ''clearly'' an Asian man.
* ParentalSubstitute: He has come to love Johnny as his own, and Z wants him to move in with him and his wife since they're actually in better health than him and can take care of him.
* PetTheDog: He and his infertile wife adopt the permanently young "boy adventurer", Ro-Boy.
* RetiredMonster: Zig-zagged. He's retired from active villainy and is [[AffablyEvil fully affable]] by this point in his life, but will still "put on a show" in classic villainy when talking with former "boy adventurers" like Rusty or Action Johnny, while still serving on the Guild's Council of 13.
* ScatterbrainedSenior: For the most part he's on the ball, but this still shows occasionally. When he tries to remember one of his adventures from ''WesternAnimation/JonnyQuest'', he gets most of the details wrong; Hadji is a Native American instead of an Indian, Bandit is called Buddy, and Dr. Quest and Race Bannon are the same person. This actually plays into him being a LawyerFriendlyCameo of Dr. Zin, as Creator/WarnerBrothers (which owns both ''Quest'' and ''The Venture Bros.'') refused to let the creators use the ''Quest'' characters outright, so his misrembering allows slightly altered versions of the characters to be used while hinting at who they really are.
* SurroundedByIdiots: His view of his henchmen during his younger years. Given that they saw an Anubis mask moving because a dog was under it and thought it was the real Anubis, it's hard to blame him.
* VillainWithGoodPublicity: Partly due to being retired from "active" villainy, he is at least regarded as a classic professional villain. He is a genuinely decent guy outside of the whole "supervillain" thing, though.
* YellowPeril: As an AffablyEvil, [[LawyerFriendlyCameo Lawyer Friendly]] parody of Jonny Quest's "Dr. Zin", whose origin was steeped in the trope. He's an indeterminate east Asian supervillain.
[[/folder]]
[[folder:Radical Left]]
!!Radical Left
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/left_of_council.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Radical Left''': I'm Radical Left! I want Anarchy!
->'''Right Wing''': ...And maybe a nice home and a family.
A supervillain with a disfigured left side, Radical Left was an inmate at Dunwich Asylum before he joined the Revenge Society and then the Guild as a member of the Council of 13. At some point before the series, he "absorbed" his arch enemy, Right Wing.
----
* DeepSouth: Both he and Right Wing have very thick accents (Left's being more blustering and guttural, Right's more drawling and snide), and the shot of their American Townhouse-style duplex suggests he lives in New Orleans.
* DemotedToExtra: He only appears in a single scene in the FinaleMovie and doesn't hae any lines.
* EarlyBirdCameo: First appeared in "Momma's Boys" as an inmate at the Dunwich Asylum before joining the Revenge Society in "All This and Gargantua-2".
* {{Expy}}: A pretty obvious one of ComicBook/TwoFace, in every way but flipping a coin. "The Terminus Mandate" reveals that he even lives in a duplex done up in stereotypical Two-Face lair fashion -- brightly painted, exactingly-maintained suburban home on the right, dilapidated crust-punk house on the left.
* FusionDance: "The Terminus Mandate" reveals that his right side actually used to be ''his arch'', Right Wing, until something happened that had Radical Left absorb him. [[TwoBeingsOneBody They still maintain their mental autonomy]], enough so that the two sides can play a game of ''{{TabletopGame/Cluedo}}'', with only Right knowing who the killer is and Left managing to beat him the normal way.
* HisOwnWorstEnemy: Zig-zagged. While his primary arch is Right Wing (his right side), the two apparently used to be separate people before Radical Left "absorbed" Right Wing through unexplained means.
* SharpDressedMan: After joining the Revenge Society, he wears a nice suit that is split down the middle with each half representative of the two people that make him up.
* TwoFaced: Literally. His disfigured left side wants anarchy, his undamaged right side wants "a nice home in the suburbs".
* VisualPun: His left and right halves represent the left and right "wings" of traditional American politics. "Radial Left" wants anarchy and is incredibly disfigured, while "Right Wing" looks like a conservative white guy who wants "a nice home in the suburbs".
[[/folder]]
[[folder:Dr. Phineas Phage]]
!!Phineas Phage
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/co3jvoqvaaajesa.png]]
->'''Voiced by''': Creator/BillHader (Season 4-5), Creator/JamesAdomian (Seasons 6-7)
->''"I'm gonna tell the Guild!"''
A virus-themed villain with a robotic lower half and former arch for Prof. Impossible. Also an on-again-off-again member of the Council.
----
* ActorAllusion: Bill Hader voices him just like his Creator/VincentPrice impression, as demonstrated in the recurring "Vincent Price Holiday Special" sketches on ''Series/SaturdayNightLive''.
* AffablyEvil: He's the official arch for Prof. Impossible (before the latter's FaceHeelTurn), but when Impossible falls into a deep depression over losing Sally, Phage tries to arch him simply to get him out of his funk, implying they otherwise have an amicable relationship despite their roles as protagonist and antagonist. He also [[BigDamnHeroes saves]] Hank and the Action Man from the wampa while in [[AdventuresInComaland Comaland]].
* ArchEnemy: He was Prof. Impossible's official Guild-sanctioned arch.
* {{Cyborg}}: His entire lower half is made up of cybernetics that make him look like a bacteriophage.
* {{Expy}}: Design-wise, and in terms of his role as a nemesis for TheFantasticFaux-inspired Prof. Impossible, he resembles ''ComicBook/TheFantasticFour'' villain The Wizard.
* {{Mooks}}: His henchmen are the "Pro-Teens", teenagers in hats that looks like molecules.
* NobodyLikesATattletale: When he discovers Phantom Limb (the Guild's "most wanted") while arching Prof. Impossible, he immediately tries to flee and tell the Guild in a classic, childish "I'm telling!" sense, forcing Limb and Impossible to work together to stop him. Later, when the Council of 13 is re-forming after "All This and Gargantua-2" and trying to keep their members from revolting, he fuels the fire by revealing the truth about what happened, including the Sovereign's death. He's still invited back to the Council as a former member when they are desperate, but there are subtle implications that his TeleporterAccident wasn't really an accident...
* NoCelebritiesWereHarmed: His voice is a clear Creator/VincentPrice impersonation by frequent Vince Price impersonator Bill Hader. James Adomian keeps it up when he takes over as voice actor.
* PoliticallyIncorrectVillain: When escaping from the Guild Council chambers following the Sovereign's attempted purge, he apparently feels up Dr. Mrs. the Monarch's "girly bits" while suspecting her of being trans. He apologies and she brushes it off once they're out, but it more than qualifies.
* PungeonMaster: When actively antagonizing, every other line is some kind of cellular biology pun relating to viruses, bacteria, infection, or similar.
--> '''Phineas Phage''': The ''nucleotide'' has turned! No one can escape the ''infectious'' grip of the fiendish Dr. Phineas Phage!
* PunnyName: A double dose. Of famed head injury survivor [[https://en.wikipedia.org/wiki/Phineas_Gage Phineas Gage]] and a [[https://en.wikipedia.org/wiki/Bacteriophage bacteriophage]], which fits given his "virus"-theming.
* RulesLawyer: Knows the Guild rule-book word for word, his knowledge of which eventually gets him a council spot.
* UncertainDoom: When he first uses the teleporter (stolen by the Guild in "Unicorn in Captivity" for a faster means to get to Meteor Majeure) in "The Saphrax Protocol", it [[TeleporterAccident reacts badly with his cybernetics]] and puts him in a coma. Exactly what state he is in physically is never made clear.
[[/folder]]
[[folder:Red Death]]
!!Red Death
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/reddeath1.png]]
->'''Voiced by''': Creator/ClancyBrown
->'''Henchman 21''': [Red Death] vaporized Professor Sterling Smart and his personal army of 50 super soldiers. ''Vaporized!''
Legendary within the hero/villain community for his lengthy career, sheer power, and massive death toll, Red Death is a Grim Reaper-themed "Level Ten" villain introduced as one of Wide Wale's sub-arches. In private, he's a devoted family man... who just happens to be a seven-foot tall red skeleton with the ability to vaporize anyone in his way. He later gains a seat on the Guild Council.
----
* TheAce: Red Death has been so successful and professional in his long career that even ''[[BigGood Hunter Gathers]]'' respects him as a fellow veteran in the Hero-Villain community. While both the O.S.I. and Guild are at wits' end trying to hunt down the Blue Morpho, Red Death identifies him as the Monarch and finds his secret lair ''within the space of a few hours''.
* AffablyEvil: They don't come any more affable. When not on-the-job, he's incredibly friendly and wholesome, which only makes it more terrifying when he puts on his GameFace. As "The Rorqual Affair" proves, even ''on'' the job, he can be a very charming, sardonic kind of guy among colleagues, provided he doesn't turn on the voice.
-->''[21 and Dr. Mrs. the Monarch exit the elevator to reveal Red Death already there, surrounded by the bodies of security guards, holding a dead man aloft and screaming in triumph]''\\
'''Red Death:''' ''[Noticing them, cheerfully]'' Oh! Hi! The room is secure.
* AlmightyJanitor: He's a legendary veteran villain stuck as a sub-arch of the significantly junior (relative to him) Wide Wale, due to being unable to fulfill his villainous obligations to the Guild due to getting older and his commitment to his family. By season six, he's only arching once per year (still leaving a sky-high body count when he does). Early in season seven, he schemes to get out from under Wide Wale and onto the Guild Council by turning in the Blue Morpho, then earns his seat as of "The Terminus Mandate" by working with Dr. Mrs. the Monarch.
* AlwaysSomeoneBetter: An unusual example for the show in that he's a fairly sincere example whose life hasn't imploded yet. He's positioned as a counterpart to much of the main cast, especially The Monarch, in that he has almost everything they ''don't''. He has a relatively healthy work-life balance that doesn't drive away his family and friends, unlike The Monarch in particular. His past doesn't seem to control him in the same way as Rusty or The Monarch, and he's making an active effort to join the Council as a "retirement plan" so he can put active villainy behind him for good. The comparison is driven home between him and the Monarch, in that he also had a super-scientist arch who he then killed, allowing him to finally move on after a period where he realized he'd done "terrible things" and get to this point.
* AmbiguouslyHuman: It is mentioned by various characters that Red Death is considered [[VagueAge a veteran of the villain business]], being referred to as "a legend" by Hunter Gathers and "an old man" by the Monarch. Despite this, he has a fairly young wife and a daughter still in grade school while showing no signs typical of being elderly (or even middle-aged). If he ever was human, he clearly is not now -- his whole body a deep shade of red, his head looks similar to a skull, and his eyes turn yellow when feeling blood-thirsty. Whether or not he was human at one point and was transformed by magic or WeirdScience or if he is something else entirely is never established. Whatever he is, it's apparently genetic as his daughter shares his skeletal appearance.
* ArchEnemy: Professor Cadmium was his long ago, as he reveals in a story to the Monarch. He killed Professor Cadmium, strangled his family, and burnt their house to the ground. He tells the Monarch that this actually ''freed'' him, as killing the one he hated so much opened him up to greater professional villainy and encourages the Monarch to do the same to Dr. Venture.
* AxCrazy: Don't let his AffablyEvil nature fool you -- Red Death is incredibly bloodthirsty, and in fact seems to use the Guild specifically as an outlet for his killing instincts. He only mellowed out in the first place because [[HeroKiller he murdered his original archenemy]], [[KickTheDog burned his house down, and butchered his entire family with his bare hands]], which left him aimless enough to have an epiphany about his unhealthy lifestyle. He later offers to brutally murder the deranged Maestro Wave for Monarch and 21, entirely to satiate his pent-up bloodlust after chasing the two of them down earlier.
-->'''Dr. Mrs. The Monarch:''' If I ''can'' get you that seat and save the Monarch without killing another villain, will you help us?\\
'''Red Death:''' ''[gracious, but disappointed]'' Wellll... I very much like to kill.\\
'''Dr. Mrs. The Monarch:''' We get to break into an O.S.I. Dummy Corp.\\
'''Red Death:''' And kill?
* BerserkButton: Chauvinism and boorish behavior is something that gets [[{{Pun}} under his skin]]. Just ask Blind Rage, who Red Death left tied to a railroad track after displaying these behaviors. He tossed out what was supposed to be his "final arch" to do this to Blind Rage instead.
* BeenThereShapedHistory: He was on Gargantua-1 during the infamous "[[ThrownOutTheAirlock Movie Night Massacre]]". He can still describe in graphic detail what happened to those not lucky enough to have their spacesuit helmets on.
* BondCreatures: Has a neural link with his HellishHorse, Daisy, allowing him to communicate through her.
* BrokeTheRatingScale: Given an EMA Level of 10, the highest possible ranking, but other Level 10 villains are rightfully intimidated by or terrified of him, suggesting that this is simply the highest the Guild can give. He's established to have slowed down a little with age, which begs the question of just how unstoppable he was in his prime.
* CaptainErsatz: He's essentially the Comicbook/RedSkull as the [[HorsemenOfTheApocalypse Horseman]] of [[TheGrimReaper Death]]. His costume is also [[https://vignette.wikia.nocookie.net/batman/images/f/f0/Reaper.jpg/revision/latest?cb=20090823162858 extremely similar]] to that of the obscure ''Comicbook/{{Batman}}'' villain, Reaper.
* TheComicallySerious: He can switch from being a kindly gentleman to a terrifying LargeHam on a dime, leading to a hilarious contrast within the same scene.
* ConsummateProfessional:
** By villainous standards, anyway. He is ''incredibly'' bloodthirsty, but after killing his ArchEnemy long ago, he decided to keep his professional and personal lives separate. He seems to be a member of the Guild as an outlet for his bloodlust, arching just once per year to sate his cravings, while otherwise being a devoted family man.
--->'''Red Death''': "We're all villains, Monarch. With rules, we get to spill blood and taste victory! Heck, I ''[[GameFace really wanted to kill something tonight, you know?]]'' [[TheFettered But... rules. They help us hate]]."
** Subverted in "The Terminus Mandate". Instructed to go on one last arching while volunteering to deliver the Peril Partnership their payout, he instead throws away the letter containing the profile of his final arch, and gives Blind Rage a humiliating death, spiting the Partnership AND the Guild decision to pay them.
* DarkAndTroubledPast: His villainy apparently hurt his loved ones when he was more active in his arching a long time ago, leading to his decision to separate his professional and personal lives. Also, he was at the "Movie Night Massacre". He claims that it wasn't him who did it, but when he talks about it, it's unclear whether he is having a PTSD flashback or a fond reminiscence of the event. That's how messed up he is.
* DastardlyWhiplash: While ''much'' more menacing than these types of characters, Red Death expresses a fondness for the GoodOldWays methods of villainy exhibited by this archetype. Despite being able to vaporize Blind Rage in an instant if he so chose, Red Death instead ties him to a railroad track since it makes his inevitable death worse given the false hope of a chance to escape.
* DentedIron: Season seven opens with him revealing that he's getting on in years and, with arching getting harder for him and with very few career opportunities outside of being a supervillain, he wants a seat on the Council of 13 so he can support his family through the office's generous pension plan while putting himself in less direct danger.
* DoWrongRight:
** Because his family wasn't in any real danger, he forgives Monarch for trying to blackmail him and steps down from arching Rusty, but encourages the Monarch to get his rivalry over with and kill his archenemy, or he's just going to keep lashing out and hurting the people close to him.
** His lecture to Blind Rage has shades of this, emphasizing his respect for gentlemanly DastardlyWhiplash villainy in stark contrast to Blind Rage's PoliticallyIncorrectVillain boorishness.
* TheDreaded: One of ''the'' most feared figures in the heroes/villains community, bar none. When talking with Dr. Mrs. The Monarch in ''Radiant is the Blood of the Baboon Heart'', Shore Leave bluffs that Brock could easily beat him in a one-on-one fight; after she and Red Death leave, he blurts out that "he scares the crap out of me". Even the uber-macho OneManArmy Brock reluctantly admits that Red Death is "a little... just a ''little'' bit scary".
* EstablishingCharacterMoment: When we first meet him, he quickly disarms the Monarch with his affable nature, even praising his human puppet trick on Dr. Venture from "Self Medication". Then he puts his GameFace on as he recounts the importance of a good work-life balance, all while nearly making the Monarch piss himself in fear.
* EvenEvilCanBeLoved: He has a loving wife and daughter, who he [[EvenEvilHasLovedOnes also loves dearly]]. Part of his epiphany regarding his work-life balance was realizing how badly his unrestrained bloodlust was hurting those he actually cared about, and spurred his decision to restrain his villainy to a profession for the sake of his family.
* EvenEvilHasStandards: Killing people and plotting global domination is part of the supervillain gig, but being a boorish prick and sexually harassing a female colleague? [[BerserkButton Red Death does not take to that lightly]].
* EvilIsBigger: He's about as tall as Brock, who is established to be seven-feet tall, though is more LeanAndMean since he's a skeletal GrimReaper-themed villain.
* EvilOldFolks: He's pushing 80 years old and has been a supervillain for most of that time.
* EvilSoundsDeep: His sonorous baritone makes him all the more intimidating, though it also sounds quite smooth when he's not [[GameFace in-character]] and more gutteral when he is.
* FamilyExtermination: He slaughtered the family of his hated first ArchEnemy, Prof. Cadmium. It gave him a realization that such "hate" was unhealthy and he chose to compartmentalize his profession and family life.
* FluffyTheTerrible: He allowed his daughter to name his HellishHorse. She picked "Daisy".
* {{Foil}}: To badass secret agent extraordinaire, Brock Samson. Each is quite possibly the [[TheAce deadliest member]] of their given organizations (Guild and O.S.I., respectively) but each has spent much of their career in [[AlmightyJanitor a role below their abilities]] (Brock because he was [[ReassignedToAntarctica demoted to play Rusty's babysitter]] after getting too close to the Guild and Red Death because he has separated his professional and personal lives to such a degree that the latter is impacting his ability to do the former). They both share an intense bloodlust (Brock in more of a BloodKnight sense while Red Death is more AxCrazy when he has his GameFace on) that they've each learned to control (Brock via CharacterDevelopment as seen in episodes like "Viva los Muertos!" while Red Death uses his villain career as an outlet to keep it separate from his family life) while both are, deep down, {{Nice Guy}}s (Brock in a PapaWolf, JerkWithAHeartOfGold way and Red Death as an AffablyEvil [[EvenEvilHasLovedOnes family man]]).
* GameFace: When he gets into his villainous persona (or lapses into his AxCrazy habits), his eyes brighten to have yellow sclera and red irises, his voice becomes more guttural, and his skin darkens to a more pronounced shade of red.
* GoodOldWays: Reminisces about how old-school arching had elegance and class, like how tying someone to the train tracks is simple, inexpensive, personal, deadly, and gives the victim a little (cruel, false) hope that they might escape -- He does exactly that to Blind Rage.
* GrimReaper: He's a skeletal supervillain and dresses in a black, hooded cloak while "on-the-job", and even wields a scythe.
* HappilyMarried: He adores his wife and she (evidently knowledgeable about the nature of his work) obviously does so as well, calling him little nicknames and making sure he has his dinner as he likes it if she has to pack it up so he can go on an arching. It's hinted they do have disputes about his work life, but this is understandable, as his wife worries about his safety and what consequences might happen if Red Death brings his work home with him.
* HellishHorse: Rides on a flying, flaming skeletal horse [[FluffyTheTerrible named "Daisy"]].
* HeroKiller: He killed his original ArchEnemy, Professor Cadmium, long ago, and is stated to have one of the highest body counts among all Guild villains since, including Professor Sterling Smart and his "personal army of 50 super soldiers" which he "vaporized". He encourages the Monarch to do the same thing to Dr. Venture, freeing him from hate and opening him up to greater professional villiany.
* KickTheDog: Reveals to Brock that SPHINX was not really behind the "Movie Night" on Gargantua-1 and rubs it in his face that O.S.I. fighting the Pyramid Wars was removing the Guild's competition, just to be a jerk.
* LargeHam: When in [[GameFace villain mode]], he's prone to dramatic, deep-voiced speeches and theatrics. He's naturally voiced by Clancy Brown, who is famous for these sorts of characters.
* LastEpisodeNewCharacter: He first appears in the season six finale before becoming a recurring character as a new Council member in season seven.
* LeanAndMean: As you'd expect from someone who is [[DemBones literally a skeleton]] from the neck up. His muscular appearance when he's on the job is due to his padded costume, not that this makes him any less dangerous. That said, he is only mean when "on the clock," and otherwise is genuinely nice.
* LikeFatherUnlikeSon: Continuing what is a central theme of the series, Red Death's daughter inherited his terrifying visage, but she doesn't seem to know her father is a supervillain and acts as a standard grade-schooler, going as far as to mistake Dr. Mrs. the Monarch for a princess. She does, however, seem to have inherited at least some of his evil attitude, evidenced by her bullying another girl at the playground.
* MayflyDecemberRomance: He's been a supervillain since the 1940s. His wife looks to be in her 30s at most and they have a grade school-aged daughter together.
* MoodSwinger: A (mostly) voluntary example. He can easily switch back and forth between a reasonable, friendly demeanor and full-on nightmare-from-hell supervillainy, including a GameFace change to clue viewers into the difference.
-->'''Red Death:''' ''[pleasantly]'' Kate! Can you refrigerate my dinner in a Ziplock? I've an arching tonight -- it's a special one.\\
'''Kate:''' Sure, lambchop. You want the roll in there with it?\\
'''Red Death:''' No, no, it gets all mushy in the gravy.\\
''[His wife winks to say "you got it" and leaves; Red Death pulls up his hood and looks in the mirror, [[GameFace eyes blazing yellow]]]''\\
'''Red Death:''' ''[[[EvilSoundsDeep growling]]]'' '''''Showtime!'''''\\
'''Kate:''' You want your brownie in there, too, Cuddles?\\
'''Red Death:''' ''[delighted, eyes and voice return to normal]'' Brownies?! Yes, thank you!
* MuggingTheMonster: Monarch and 21 (in their Blue Morpho and Kano guise) try to threaten Red Death into giving up his arching rights to Dr. Venture by lying that [[IHaveYourWife they kidnapped his wife and daughter]]. Red Death counter-threatens that [[IWillFindYou he will come and kill them]] if they don't release his family. He then proceeds to effortlessly deduce their identity, locate their hideout, and reduce them to pathetically begging for mercy until he relents.
* MurderIsTheBestSolution: Any plan of his own or any plan trying to involve has to result in him killing somebody in some way. He only goes along with Dr. Mrs. the Monarch's mostly non-lethal way to resolve the "Blue Morpho" crisis in the season seven premiere when it's implied that he'll get to kill some O.S.I. agents instead of the Blue Morpho.
* MysteriousPast: From a narrative perspective. Red Death is a well-known, [[ConsummateProfessional highly respected]], and [[TheDreaded greatly feared]] villain with decades of terror under his belt, [[DiabolusExNihilo introduced as the worst person the Monarch could ever hope to piss off]] -- and also one of the most established characters in the show to have little to no information revealed about his origin. What little tidbits we do find out (his original arches, or his activities in the '80s aboard Gargantua-1) are supplied by Red Death himself.
* NoisyShutUp: He manages to get the attention of an entire room of villains by noisily crushing a styrofoam cup. Amusingly right beside him was [[NailsOnABlackboard chalkboard]]. (And it's part of a ShoutOut to Quint's introduction in ''Film/{{Jaws}}''.)
* NoNonsenseNemesis: He may have a flair for the dramatic, but only because he is sure he's going to win, and you're not going to escape. When he decides to get serious, he is terrifyingly efficient and effective, as evidenced when he receives a phone call that his wife and child have been kidnapped, the 'kidnappers' (Monarch and 21 as Blue Morpho and Kano) barely get their demands out of the way before Red Death goes full-on [[Film/{{Taken}} Liam Neeson]] on them, silencing their threats and easily hunting them down with horrifying intentions.
* NoodleIncident: He only realized he had "lost his way" after he did "terrible things". Based on the speech he later gives Monarch, it's implied that he might've regretted killing Prof. Cadmium [[FamilyExtermination the way he did]], or at least realized he went too far, but given the kind of MysteriousPast he has, it could've easily been something else, too.
* PapaWolf: When Monarch tries to trick him into thinking that the Blue Morpho has kidnapped his wife and daughter (they're really safe at her mother's), Red Death paraphrases [[Film/{{Taken}} Brian Mill's speech]] and immediately tracks them down. When they prove that his family is safe, however, he calms down and even offers them advice.
* PunchClockVillain: By ''necessity''. Originally, when he was arching Prof. Cadmium, he became fixated on how much he hated the hero and made up his mind to "deal with it"; it was only after he crushed Cadmium's skull between his hands, [[FamilyExtermination massacred his family]], and [[KickTheDog burned down the guy's house]] that he realized the real problem was his own rage and obsession, which would follow him around wherever he went. Now, by compartmentalizing his work life (arching one day a year to sate his unstoppable bloodlust) and leaving his issues at the office, he's able to live as a pleasant, good-natured family man off the clock.
* RefreshinglyNormalLifeChoice: Red Death had found being a supervillain full-time to be an unhealthy way to live his life and wound up finding domestic bliss with a wife and daughter, [[ConsummateProfessional choosing to keep his work life and personal life separate]]. He encourages the Monarch to do the same after seeing what his hatred of Dr. Venture is doing to him.
* RetiredBadass: With the other council members, he retires from active arching in "The Terminus Mandate". Possibly Zig-zagged, since he throws away his official "final arch" and instead murders Blind Rage rather than follow the Guild's order. He seemingly has no plans to stop his villainy.
* RetiredMonster: He's largely retired from active villainy, only "arching" once per year due to his [[DentedIron advancing age]] and family commitments, seeking to join the Council as a sort of "retirement plan" since the pension is good and it's much safer, and earning a seat in season seven. He's a genuinely friendly guy... as long as you don't [[MuggingTheMonster give him a reason to go "full evil"]], as the Monarch and Blind Rage each find out.
* RedEyesTakeWarning: When he's "[[GameFace in character]]" (as a supervillain), his eyes turn yellow and his pupils turn red.
* ShoutOut: His costume is borrowed from the ''Comicbook/{{Batman}}'' villain, Reaper, while his his name (and some of his thematics) are from the Creator/EdgarAllanPoe story ''Literature/MasqueOfTheRedDeath''.
* SkullForAHead: He's a Red Skull parody, so it comes with the territory.
* SinisterScythe: To fit his [[TheGrimReaper Grim Reaper]] look, he wields a scythe that glows red and shoots out a SwordBeam that can [[DisintegratorRay disintegrate anything]]. In the backstory, he once used it to "vaporize" an "army of 50 super soldiers".
* UglyGuyHotWife: Despite looking like a skinless Red Skull, he has a very attractive wife. His daughter however looks exactly like him.
* UnusuallyUninterestingSight: His civilian clothes don't even bother with hiding his nightmarish, inhuman face, but nobody seems to notice or care. The same goes for his daughter, who has a matching face, as well.
* VagueAge: He's been a supervillain since the '40s and Brock mentions in the FinaleMovie that "[Red Death]'s like, 73" in an uncertain, ballpark-estimate sort of way. There are implications that his "condition" has slowed his aging, as well, as he's seen in the with the Guild's "new meat" in the '80s (when he would have been much older than them) during their raid on Gargantua-1. He's still a brutally effective villain by the time of the series, but by his own admission, is getting older and isn't as sharp as he used to be, thus seeking a Council seat as a sort of "retirement plan". Add it all up and he's clearly old, but it's impossible to pinpoint an exact age.
* VillainCred:
** Has great respect for Vendata, calling him a tactical genius. He had also heard of the Monarch, and even praises the Monarch's "marionette" arch from "Self Medication", much to the Monarch's delight.
** Gets this in the other direction from Henchman 21, who outright refuses to help the Monarch take him out, citing an event where Red Death vaporized a protagonist and his "army of 50 super soldiers". Self-preservation is certainly part of it, but 21 recognizes how deadly Red Death can be.
* WhyDontYouJustShootHim: He tells Monarch that his obsession with exclusively arching one person is a self-destructive and self-feeding issue, and that he would be much better off killing Rusty and moving on to bigger things, [[HeroKiller just as Red Death himself had done]].
* WorthyOpponent: He's highly respected not just by the Guild but by the O.S.I., Brock in particular. Brock is downright estatic to get a chance to fight him (even if it's just supposed to be a 'show' battle during the joint sting to capture the Blue Morpho) with Shore Leave upset that he won't get the opportunity himself.
[[/folder]]
[[folder:Wide Wale]]
!!Chester Ong (Wide Wale)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/screen_shot_2016_02_03_at_11146_am_1024x576.png]]
->'''Voiced by''': Hal Lublin
->''"I got a lot of bad shark in me..."''
A powerful and wealthy New York City based supervillain who lives in a penthause across the way from [=VenTech=] Tower, Wide Wale controls much of the city's supervillainy and is invited to join the new Council of 13 in order to consolodate the Guild's control. He is granted arching rights to Dr. Venture in season six, which he shares with his large number of high-ranking "sub-arches". He resigns from the Council at the end of season seven due to the "Terminus Mandate" preventing acting councilors from active arching, but remains on as an ambassador.
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* ArchEnemy: He gets exclusive arching rights on Dr. Venture after the latter's newfound fortune in season six. This is only from a technical standpoint since there's absolutely no personal enmity between them, it's just part of the Guild's bureaucracy. Later, it's implied he did it out of spite toward the Monarch for killing his brother, since villains are prevented from killing each other.
* ArcVillain: Up until "Arrears in Science", he is the BigBad of the Blue Morpho arc; spanning from the start of season six and up until "The Rorqual Affair". He (and his sub-arches, and the Monarch eliminating them) provide most of the arc's conflict.
* BaldOfEvil: His head is as smooth as a whale, including an apparent blow hole, and he's a high-ranking supervillain.
* BenevolentBoss: Despite being a ruthless "Level 10" mafioso supervillain, Wide Wale is pretty [[AffablyEvil affable]] with his employees, telling his personal butler Barnacle Badhul (who has a very visible skin condition) to be proud of his appearance and [[WhatsUpKingDude enters into causal banter about their personal friends with Rocco]].
* BigBadEnsemble: While the Monarch is still trying to kill Dr. Venture, Wide Wale officially holds the arching rights to him in seasons six and seven. Wale doesn't really have any personal enmity with Dr. Venture, though, and subcontracts his arching to other villains (who the Monarch begins killing as the Blue Morpho).
* BigBrotherWorship: From the way Wide Wale talks about him, he worshipped the ground his older brother Douglas walked on, and he still speaks fondly of his scientific skills today. The freak lab accident that turned him into a monstrous fish-man came from a misguided attempt to make his brother proud after acquiring a faulty specimen for his brother.
* CallBack: There was another Dr. Ong in the series, one Dr. Douglas Ong who became the super-scientist Dr. Dugong, otherwise known as one of the many super-scientists The Monarch murdered while unable to arch Dr. Venture in season three. In fact, Hunter reveals that Dr. Chester worked with his brother Doug when looking into curing cancer, and a later episode confirms they are indeed brothers.
* ControlFreak: Wide Wale is this to his daughter. In addition to sending his henchmen after guys she dates, he has a tracker implanted in her and also uses the Blue Morpho's attacks as a pretext to keep her imprisoned in their suite even after he's already caught him.
* TheDon: He treats his supervillainy in New York as if he were the head of the mob, including treating his daughter Sirena as his MafiaPrincess.
* EarlyBirdCameo: The character design of Wale was previously used in the season five episode "Momma's Boys" as a Dunwitch inmate.
* EvenEvilHasLovedOnes: {{Deconstruction}}. His love for his family causes him to do some outrageously illegal activities to either provide a nice life for them or to further their dreams. This same affection also makes him extremely controlling to the point that he used the threat of the Blue Morpho to put his daughter under house arrest (even after he had already captured the Blue Morpho) and Douglas faked his own death at the hands of the Monarch because he feared being at Chester's mercy in his weakened state.
* {{Expy}}: He's a parody of Tobias Whale from DC, who is himself an AlternateCompanyEquivalent to the Marvel character [[Characters/MarvelComicsTheKingpin Kingpin]] (who Wale's apparent A-lister villain status seems to suggest).
* FallenHero: He was a former scientist who did everything in his power to help his brother, Dr. Douglas Ong, utilize the secrets of the ocean to benefit mankind which would have included, but wouldn't be limited to, spoofing the naturally high-resistance to cancer that sharks and cuttlefish possess.
* {{Fauxreigner}}: When The Monarch points out that his surname "Ong" sounds more Asian than anything Italian and his brother, Dr. Dugong, didn't speak with an Italian accent, either. As he and Rocco begin to question Wide Wale's accent, Wale admits that he only became fluent in Italian after attending the University of Palermo on a work-study visa and his wife is Italian on her mother's side.
* LargeAndInCharge: Is absolutely massive, functions as essentially TheDon of the supervillains of New York City, and joins the Guild Council of 13.
* LegoGenetics: He tried to mutate himself on purpose with a variety of aquatic lifeform DNA including sharks, cuttlefish, and of course, whale.
* MorallyAmbiguousDoctorate: He was a criminal even before his mutation, stealing his universe's equivalent of Damien Hirst's ''[[https://en.wikipedia.org/wiki/The_Physical_Impossibility_of_Death_in_the_Mind_of_Someone_Living The Physical Impossibility of Death in the Mind of Someone Living]]'' (which was virtually the same except instead of a tiger shark, it contained a preserved megalodon) because he thought it would help advance his brother's research.
* NerdInEvilsHelmet: Though certainly not a guy to be messed with, there are signs here and there that his murderous mob-boss attitude isn't the whole truth of his persona. His daughter points out that he decided to base the theme of his henchmen off ''whale lice'', of all things.
* ProfessorGuineaPig: He tried to mutate himself on purpose to act as "the missing link" between man and aquatic life so that Douglas could study his genetics to further their experiments. When his brother tried to stop him, they [[FreakLabAccident both wound up warped by the device]].
* PunnyName: Wide wale is a type of corduroy that Wide Wale seems to prefer wearing. He is also part whale, and very wide.
* UnmovingPlaid: His corduroy suit seems to ignore logical contours and folds.
* YouKilledMyFather: It's strongly implied the main reason why he wanted to be Venture's archnemesis was to screw with the Monarch in revenge for the Monarch seemingly killing his beloved older brother. He keeps a lid on how angry he is until he has the Monarch alone and in his clutches.
[[/folder]]
!!! Former Council Members
[[folder:The Former Council as a Whole]]
!!The Former Council of 13
[[quoteright:310:https://static.tvtropes.org/pmwiki/pub/images/council_4.jpg]]
[[caption-width-right:310:Silhouettes of several council members (left to right: Boggles, Dr. Z, Red Mantle, Wild Fop, Vendata, Monseñor]]
The other former members of the Council of 13 before the Sovereign's purge, most of whom were killed in the process. Membership:
->Councilman 1: Vendata\\
Councilman 2: Wild Fop\\
Councilman 3: Red Mantle (See above)\\
Councilman 4: Boggles the Clue Clown\\
Councilman 5: Dr. Z (See above)\\
Councilman 6: Monseñor\\
Councilman 7: Don Hell\\
Councilman 8: Dragoon (See above)\\
Councilman 9: Steppenwolf\\
Councilman 10: Unnamed (referred to as "Bug Sumarai" in creator notes)\\
Councilman 11: Mommy Longlegs\\
Councilman 12: The Nerve\\
Councilman 13: The Sovereign (See above)
----
* ADayInTheLimelight: The season five episode "Bot Seeks Bot" is heavily focused on them as they induct Phineas Phage as a new member, their first in decades, following Boggle's death. Most of them [[VillainsOutShopping go out to Don Hell's night club to celebrate]].
* KilledOffForReal: Hence why they are ''former'' members of the Council, all (save for Clue Clown, who died of natural causes before the Sovereign's purge, and Vendata, who was disabled by Brock in "Bot Seeks Bot") being killed by the Sovereign in his bid to take out the Investors.
* TheOmniscientCouncilOfVagueness: They "met" via silhouettes on screens with enforced secrecy. Not even the O.S.I. is aware of their existence until Monstroso tells them. This is also in stark contrast to Council under Force Majeure, who were more of a LegionOfDoom with younger, active villains meeting in person. Only Red Mantle and Dragoon are still around from that era.
* RetiredMonster: Nearly all of them appear to be older and retired from active villainy with some, such as Red Mantle and Dragoon, apparently not having arched in decades. Some have moved onto other ventures and side projects, like Don Hell's night club and Mommy Longlegs' HiveMind family. They are all still supervillains, however, and shouldn't be taken lightly.
* SinisterSilhouettes: How they all appear for the first several seasons, as simple silhouettes on screens within the Guild HQ.
* VillainsOutShopping: There are numerous implications that most, if not all, are retired from active villainy while picking up more mundane hobbies. Comments from Steppenwolf and Red Mantle suggest that they used to meet to race cars ''WesternAnimation/WackyRaces''-style. They also all go out to Don Hell's nightclub while Steppenwolf and the unnamed Councilman #10 had just gotten lunch together when they are killed in the Sovereign's purge.
[[/folder]]
[[folder:Vendata (Councilman #1)]]
!!Vendata (Venturion, The Blue Morpho, Don Fitzcarraldo)
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/vendata_the_venture_bros_101.jpg]]
->'''Voiced by''': Doc Hammer
-> [Vendata's Guild files] "Guild cyborg, started henching in the late '70s, earned level one status with a string of high-profile super crimes in the '80s. Largely inactive since '98."
A cyborg supervillain who served as Councilman 1, he was severely damaged by Brock Samson and presumed dead. It is later revealed that his human parts came from the deceased anti-hero, The Blue Morpho, and was resurrected as a cyborg by Jonas Venture Sr. in 1976. After he attacked a young Rusty Venture, he was dismantled and tossed out, but Dr. Z reassembled him and programmed him for evil.
For information pertaining to his pre-cyborg life, see [[Characters/TheVentureBrothersTeamVenture The Blue Morpho]].
----
* AmbiguousSituation: He has no memory of what happened on the night of the Movie Night Massacre, so it's unclear if he killed Jonas Venture Sr. or not.
* TheBusCameBack: Returns for "Arrears in Science", after having been presumed dead since the events of "Bot Seeks Bot".
* ButtMonkey: He's openly disrespected by his fellow councilmembers, who think of him as a "stick in the mud" and a "killjoy," and his date with Ghost Robot is really just a setup so the O.S.I. can tap him for information. He is apparently killed at the end of "Bot Seeks Bot", with the Guild presuming him as such and giving away his council seat. He survives and regains his old memories, but has to walk, near-naked and damaged, across the US to assume his old Blue Morpho identity, and is KilledOffForReal at the end of "Arrears in Science". Given how lousy his life was (including blackmail and infidelity) even before he was a cyborg, it's easy to feel sorry for him.
* ChekhovsGunman: Originally Vendata just seems like a one-off villain who would only have importance in the episode "Bot Seeks Bot" as the O.S.I. taps him for information, then leaves him disabled and presumed dead. Then "Arrears in Science" comes along and it's revealed he's the original Blue Morpho and the long lost father of the Monarch, in addition to ''possibly'' being responsible for the [[ThrownOutTheAirlock the Movie Night Massacre]] and therefore the (apparent) death of Jonas Venture Sr.
* TheComicallySerious: Due to being an (apparently) emotionless cyborg who prioritizes doing things by the book, he remains stoic and nonplussed when faced with the insanity surrounding him.
* CoolOldGuy: Of Red Death's NYC-based '80s team. Although, funnily enough, this is an opinion only Red Death holds, as he cites his tactical genius and ambition with the utmost respect.
* {{Cyborg}}: He's still got his human face and brain despite the rest of him being robotic.
* DeceasedFallGuyGambit: While it's still not clear exactly what happened during the "Movie Night Massacre", he is officially blamed by the O.S.I. for the death of Jonas Venture Sr. and by the Guild for the villains murdered by the Monarch posing as the "new" Blue Morpho. He's already been crushed by the P.R.O.B.L.E.M. at this point, with the O.S.I. and Guild agreeing to jointly "disassemble" what is left of him as a form of execution for his scrimes.
* EarlyInstallmentWeirdness: In his original appearances as a silhouetted member of the Council of 13, his voice isn't as loud or droning as it is when he makes his first proper appearance in "Bot Seeks Bot".
* EvilIsBigger: According to his O.S.I. profile, he's 6'5" and weighs 263 lbs, while being a supervillain serving on the Guild's Council of 13.
* EvilFormerFriend: Of Jonas Venture Sr. and the rest of the original Team Venture, though we also learn Jonas' friendship was anything but genuine. Furthermore, Vendata is pegged to be the most likely culprit of the "Movie Night Massacre", which resulted in Jonas' (apparent) death.
* {{Expy}}: Of Alex Murphy from ''Franchise/{{Robocop}}''. Both are cyborgs who possess more emotion than they show, both talk in a similar manner, and both of them were heroes brought back from the dead through cybernetics courtesy of a VillainWithGoodPublicity. Both of them also seek out the people who wronged them in life for revenge.
* {{Foreshadowing}}: In "Bot Seeks Bot", Vendata begins shifting between his current memories and those he had before becoming a cyborg. At one point he mentions having a wife and being in a plane crash. The Monarch's parents died in a plane crash...
* TheFriendNobodyLikes: [[DownplayedTrope Downplayed]]. While his council-mates on the Guild ubiquitously can't stand his irritating, dull demeanor and total lack of tact, they do seem supportive, if still teasing, of him finally seeming to get a date and socialize, and it is implied that a lot of their ire for him comes from his asocial behaviour. They're also sympathetic to him when it appears his "date" is ditching him in "Bot Seeks Bot". Completely [[AvertedTrope Averted]] with Red Death and his old group, who respected and looked up to him.
* FromNobodyToNightmare: While he was feared as anti-hero vigilante The Blue Morpho, he started his villainous career as a piece of discarded Venture technology before managing to climb the ranks of the Guild and eventually taking a seat on the Council of 13.
* GenerationXerox: Just like his son, he flouted the Guild's rules and regulations in order to antagonize a Venture.
* GoOutWithASmile: He smiles right before dies, after hearing The Monarch call him "daddy".
* HoneyTrap: Brock Samson and the O.S.I. set him up on a date with a disguised Ghost Robot to pry information about the Guild out of him.
* MachineMonotone: He's only able to speak in a loud, droning, robotic voice after his resurrection. This continues even after he's regained his original personality.
* NeverFoundTheBody: The Sovereign presumes him dead immediately after the events of "Bot Seeks Bot" and offers his seat on the Council of 13 to Dr. Mrs. the Monarch. After "All This and Gargantua-2", when the Guild's new leadership is trying to fill seats on the new Council, Vendata is mentioned as missing, but they decide they can't wait for him to resurface. It's revealed in "Arrears in Science" that Vendata regained his original memories and spent the entire time since "Bot Seeks Bot" walking back to his home in Newark.
* NotSoHarmlessVillain: After spending his entire spotlight episode as the comedic relief villain, it turns out that used to be a highly-respected cohort of [[TheAce Red Death]], and that he single-handedly planned, and (almost) successfully pulled off, a hijacking of ''Gargantua-1'' with a [[RagTagBunchOfMisfits bunch of Guild "new meat"]], which led to [[ThrownOutTheAirlock the Movie Night Massacre]].
* PunnyName: A mash-up of "vendetta" and "data". May overlap with MeaningfulName, with the implication that Vendata perpetrated the Movie Night Massacre out of a [[CriminalAmnesiac subconscious desire for vengeance against Jonas Venture]]. The "Ven-" part also works with him being a cyborg originally constructed by Venture Industries.
* ReforgedIntoAMinion: Zig-zagged. Dr. Z reveals he found Venturion's remains in a dumpster outside the Venture Compound (after having been destroyed by Kano) and decided to rebuild him as a tool to arch Jonas Venture Sr., giving him an EvilMakeover and installing a MoralityDial. However, Dr. Z was arrested in a drug bust before Vendata awoke, leaving the abandoned cyborg to become a wholly independent villain rather than a lackey of Z. This is played straight for being made into a servant of Jonas. Even his friends and [[EvenEvilHasStandards Dr. Z were disgusted by this]], though Dr. Z decided to exploit him anyways and turn him against Jonas because it was too poetic.
* RetiredMonster: While he committed "a string of high-profile super crimes in the '80s" and earned a seat on the Council of 13, his Guild files note that he has been "inactive" since 1998.
* TheStoic: Even when he's surprised, his tone and facial expression barely change.
-->'''Red Death:''' [...] But Vendata wasn't laughing. No, he suddenly got this real serious look on his face.\\
'''Red Mantle:''' Did he have any other look?\\
'''Dragoon:''' The man was a genuine cy-''bore!''
* TinMan: As a machine, others claim him to be an emotionless husk, although his inner self shows that this is far from the truth and Red Death seems to have picked up on his subtler emotional cues.
* WalkingSpoiler: It becomes much more difficult to talk about him after "Arrears in Science" reveals he's the original Blue Morpho, the Monarch's father, and the possible murderer of Jonas Venture Sr., though he claims he has no memory of that last one.
[[/folder]]
[[folder:Wild Fop (Councilman #2)]]
!!Wild Fop
[[quoteright:220:https://static.tvtropes.org/pmwiki/pub/images/wildfopj.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
-> ''"The Sovereign can be such a queen bitch..."''
A "[[https://en.wikipedia.org/wiki/Fop Fop]]"-themed supervillain who served as Councilman #2.
----
* AttackAnimal: Has a group of attack dogs. The Sovereign [[HoistByHisOwnPetard uses this against him]] in order to kill him, swapping his perfurme with cat urine so that his own dogs would kill him.
* TheDandy: A parody of the [[https://en.wikipedia.org/wiki/Stuart_Restoration English Restoration]]-era "Fop", he wears a powered wig, period appropriate clothes, and is spraying himself with perfume moments before his death. He also speaks in a high and effeminate manner.
* EarlyBirdCameo: Appears in the background as a guest at the Monarch's wedding in the "Showdown at Cremation Creek" two-parter.
* RapeIsASpecialKindOfEvil: In the Guild information video Orpheus receives after being approved for a villain, Wild Fop is featured in a segment where he sexually assaults his "arch" while the video explains how this is against Guild rules.
* ShoutOut: He calls the person he is talking to on the phone right before his death "Bosie", which was Creator/OscarWilde's nickname for his lover, Lord Alfred Douglas. Wilde was a famous "fop" and founding member of the Guild.
[[/folder]]
[[folder:Boggles the Clue Clown (Councilman #4)]]
!!Boggles the Clue Clown
[[quoteright:261:https://static.tvtropes.org/pmwiki/pub/images/boggles.jpg]]
->'''Shoreleave''': [Regarding Boggles] Especially when your ticker taps out behind the wheel of your clown car. Heard it took twenty minutes to pull his hench-clowns out before they could even get to him.
A clown-themed supervillain who liked to leave clues in the form of riddles. An arch-enemy of Captain Sunshine, he served as Councilman #4 and died from a heart attack even before the Sovereign's purge.
----
* AntagonistInMourning: Inverted. His arch-enemy Captain Sunshine is inconsolable and cries into his coffin during his funeral.
* BlackComedy: Invokes it during his funeral, as he has Monseñor, during the eulogy, make a "jack in the box" joke with his own casket because he wants "the last laugh". The mourners are unamused and Red Mantle yells out "too soon!"
* ClownCar: Drove one and it contributed to his death when he suffered a heart attack. It took 20 minutes to pull out his hench-clowns before they could get to him.
* DeathByIrony: He was a clown-themed supervillain that drove a ClownCar stuffed with his henchmen. He suffered a heart attack behind the wheel and it took so long to get his hench-clowns out that he died before medical attention could get to him.
* HairTriggerSoundEffect: According to Monstroso, he punctuated every sentence with a "ludicrous" bicycle horn.
* MonsterClown: He's a clown-themed supervillain who serves on the Guild's Council of 13. He's a pastiche of ComicBook/TheJoker (evil clown) and ComicBook/TheRiddler (penchant for leaving clues in the form of riddles), and he happens to be Captain Sunshine's arch enemy, who is voiced by Creator/KevinConroy, the most prolific ComicBook/{{Batman}} voice actor.
* VillainousFriendship: Red Mantle considered him a friend and seems to be in genuine mourning over his death, while several other council members attend his funeral, including Monseñor who delivers the eulogy. Averted for Dragoon, who "never liked the man".
* WalkOfShame: In the flashback in the FinaleMovie during Bobbi St. Simone's explanation of how the O.S.I. used her to take down members of the Guild, one sequence shows Boggles being arrested and taken out of his house while handcuffed in just his underwear as a result.
[[/folder]]
[[folder:Monseñor (Councilman #6)]]
!!Monseñor
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/monsenor.png]]
->'''Voiced by''': Larry Murphy
-> ''"I have youth group tonight..."''
A luchador/priest-themed supervillain who served as Councilman #6.
----
* AffablyEvil: He's never witnessed doing anything actually evil, with his screen time being to deliver Boggles' eulogy and to mention how he teaches a youth group so he's unable to join the other councilors at Don Hell's nightclub.
* GasChamber: Killed by Sovereign pumping poison gas into his Guild Council chamber. He dies quickly while Watch and Ward are able to rescue the other remaining councilors.
* MaskedLuchador: His theme, including a classic mask, while having the cliché Catholic priest theming as well.
* PunnyName: "Monsignor" is a formal way to address a high-ranking member of the Catholic church and "Señor" is, of course, Spanish for "Sir". He's a luchador/priest-themed villain.
* ShoutOut: To [[https://en.wikipedia.org/wiki/Fray_Tormenta Fray Tormenta]], aka "Friar Storm", a Catholic priest who wrestled as a masked luchador to raise money for an orphanage.
* SinisterMinister: He's a supervillain luchador/priest who serves on the Guild's Council of 13.
* SombreroEqualsMexican: Wears one, along with a luchador mask, and is strongly implied to be Mexican with the requisite accent.
[[/folder]]
[[folder:Don Hell (Councilman #7)]]
!!Don Hell
[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/donhell_2.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
-> ''"Why don't you all swing by my place tonight? Drinks on the house!"''
An "underworld"-themed supervillain and famed torturer, he served as Councilman #7.
----
* ActuallyNotAVampire: There is no indication that he's actually a vampire (which do exist in the Venture-verse), but his general "underworld"-theming, fang-like teeth, and high-collared cloak definitely give him the aesthetic.
* TheAlcoholic: Likes to drink and owns a nightclub for villains. He actually quotes a line from the Alcoholics Anonymous "big book" immediately prior to unknowingly drinking the acid that kills him.
* ColdBloodedTorture: He's a famed torturer and intends to inflict this on Dr. Venture and Billy when they're caught trying to get into his night club.
* CoolestClubEver: His nightclub is apparently ''the'' place for villains to hang out, from lowly "level-ones" to even the Guild Council themselves.
* EyepatchOfPower: Has one over his right eye and is a supervillain member of the Guild's Council of 13.
* FangsAreEvil: Has a full set of sharpened teeth and is a supervillain member of the Guild's Council of 13.
* {{Hell}}: Not only his villainous surname, but part of his "underworld"-theme.
* HighCollarOfDoom: Has a vampire-like one as part of his costume and is a supervillain member of the Guild's Council of 13.
* HollywoodAcid: Killed via spiked drink that melts him like acid.
* IronicDeath: On two levels. First, he's the proprieter of a villain night club and obvious drinker who is killed via spiked drink. Second, the drink was spiked with acid, which is the torture ("Acid Dip") he was going to let a lucky club patron inflict upon Dr. Venture and Billy in "Bot Seeks Bot".
* NoCelebritiesWereHarmed: To Don Hill, a famous New York City night club entrepreneur.
* SpikesOfVillainy: Wears a spiked helment and is a supervillain member of the Guild's Council of 13.
* VampiresOwnNightClubs: While not purely a vampire, he does seem to have an "underworld" theming which fits with his villainous surname and owns a nightclub for villains.
[[/folder]]
[[folder:Steppenwolf (Councilman #9)]]
!!Steppenwolf
[[quoteright:287:https://static.tvtropes.org/pmwiki/pub/images/steppenwolf_87.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"It's not street legal but then, I '''am''' a supervillain..."''
A werewolf-themed supervillain and fan of classic cars, he served as Councilman #9.
----
* AffablyEvil: The only "evil" act we see him perform is driving a non-street legal car and he's easily the friendliest member of the Council, going against the Sovereign's orders to propose a get-together to celebrate the newest council member and offering to drive the others.
* BatPeople: Downplayed in that he's primarily based on a werewolf, but his facial structure and ears more closely resemble those of certain bat species leading to some confusion within the fandom.
* CoolCar: Drives a souped-up classic hot rod which he admits "isn't street legal".
* ExternalCombustion: Killed in the Sovereign's purge via car bomb along with Councilman #10 "Bug Samurai"
* IronicDeath: A fan of souped-up classic cars, he is killed via car bomb.
* ShoutOut:
** His name is one to the classic rock band Music/{{Steppenwolf}} (which itself was taken from the Creator/HermannHesse [[Literature/{{Steppenwolf}} novel of the same name]]).
** His CoolCar is based heavily on the one driven by Series/TheMunsters.
** He and Red Mantle discuss villains getting together and racing souped-up cars ''WesternAnimation/WackyRaces''-style (which Dragoon [[ScatterbrainedSenior outright conflates with the show itself]]).
* VillainousFriendship: He is very friendly with the other councilmembers while he and Councilman #10 got lunch together right before they're killed in the Sovereign's purge.
* WolfMan: An undersized version, he's covered in hair and has longer, floppier, almost bat-like ears compared to most examples.
[[/folder]]
[[folder:"Bug Samurai" (Councilman #10)]]
!!"Bug Samurai"
[[quoteright:254:https://static.tvtropes.org/pmwiki/pub/images/councilor10.jpg]]
Never named in the show but listed as "Bug Samurai" in creator notes, Councilman #10 is a bug/samurai-themed supervillain.
----
* BugsHeraldEvil: He's a bug-themed supervillain and serves on the Guild's Council of 13.
* DrinkBasedCharacterization: His armor has a Samurai-look to it, his helmet and belt are drawn from Series/KamenRider[='s=], and, to tie the whole "Japanese" theming together, his drink of choice (as revealed at Don Hell's night club) is a [[https://en.wikipedia.org/wiki/Kamikaze_(cocktail) Kamikaze]].
* ExternalCombustion: Killed via car bomb along with Steppenwolf.
* IntelligibleUnintelligible: Steppenwolf, and possibly the other councilmembers as well, can apparently understand his bug-like clicking without issue.
* {{Samurai}}: His armor looks like bug-themed Samurai armor and he's listed specifically as "Bug Samurai" in creator notes.
* ShoutOut: His bug-like helmet and "Typhoon"-like belt are spitting images of Series/KamenRider[='s=].
* TheUnnamed: His actual name is never revealed before his death. He is simply referred to as "Bug Samurai" in creator notes.
* VillainousFriendship: He was getting lunch with Steppenwolf immediately prior to the Sovereign's purge which kills them both.
* TheVoiceless: Does not speak in any recognizable human language, simply insectoid clicking.
[[/folder]]
[[folder:Mommy Longlegs (Councilman #11)]]
!!Mommy Longlegs
[[quoteright:130:https://static.tvtropes.org/pmwiki/pub/images/mommylonglegs.jpg]]
->'''Voiced by''': Creator/PagetBrewster
->''"The grandkids are visiting!"''
An arachnid-themed supervillain and noted grandmother, she served as Councilman #11.
----
* AffablyEvil: We never see her actually engage in any acts of evil, with her visiting/commenting on her family that she genuinely cares about.
* ArachnidAppearanceAndAttire: Is named after an arachnid, wears all black, had red compound eyes, and has the famous black widow red "hourglass" on her chest.
* DueToTheDead: Dr. Mrs. the Monarach briefly mourns her death and promises to deliver the news to her colony personally.
* EarlyBirdCameo: Quite possible the earliest of any Guild councilor, showing up in the background of Dr. Venture's yard sale in season one's "Tag Sale, You're It!".
* EvenEvilHasLovedOnes: She dotes over her grandchildren and genuinely seems to care for her "family" despite being a Guild councilor.
* HiveMind: She speaks with multiple voices at once and in a "communal language of the colony" when she senses danger.
* MultiArmedAndDangerous: She has six arms (giving her the eight limbs of an arachnid including her legs) and is a supervillain councilor for the Guild.
* MultipleGunshotDeath: Killed by automatic fire from a Slaughterbot while escaping the Guild HQ following the Sovereign's betrayal.
* OlderThanTheyLook: She's a grandmother and, given that the Guild hasn't inducted a new councilor in "decades" before Phage, cannot be all that young. However, the humanoid parts of her body are youthful and shapely.
* PunnyName: Based on the archanid species [[https://en.wikipedia.org/wiki/Daddy_longlegs Daddy Longlegs]], replacing "Daddy" with "Mommy", and she is very tall for a woman with long legs.
* SpidersAreScary: Her name, motif, and occupation as a Guild councilor all play into it. However, she actually seems to be a caring grandmother to members of her colony.
[[/folder]]
[[folder:The Nerve (Councilman #12)]]
!!The Nerve
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/thenervej.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"And, ah, na na, I'm on the moon!"''
A supervillain who is a brain and nervous system inside a human-shaped, fluid-filled, apparently glass body. He served as Councilman #11.
----
* ArtisticLicenseAnatomy: His eyes are set directly within his brain, when in reality, they're connected by several inches of optic nerve.
* BlatantLies: He tries to get out of the Council outing to celebrate their new member by claiming he's "on the moon". Red Mantle calls him out on it.
* BrainInAJar: A brain, plus eyes and a nervous system, in a glass jar-like body.
* DumpsterDive: His body is found, shattered and leaking, in a dumpster following the Sovereign's purge.
* SpeechImpediment: Has one that causes him to insert "ah" and "na" sounds into his sentences.
* ShoutOut: His appearance is ''Franchise/TeenageMutantNinjaTurtles'' villain "Mutagen Man", who is likewise human organs inside of a glass, fluid-filled container.
[[/folder]]
!!Wide Wale's Sub-arches
Various high-ranking Guild villains to whom Wide Wale subcontracted his arching of Dr. Venture.
[[folder:Haranguetan]]
!!Haranguetan (Ronnie)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/haranguetan.jpg]]
->'''Voiced by''': Steve Rattazzi
->''"STRIKE ME!"''
A high-ranking Irish-American supervillain with some simian traits.
----
* TheAlcoholic: His Haranguetank is filled with empty whiskey bottles and his ex-wife works at a bar. She admits that he beats her while drunk.
* AwesomePersonnelCarrier: His vehicle is the "Haranguetank", an armored RV. It's the only thing his ex-wife wants back from him after he's dead.
* BloodKnight: Really wants a good fight with Brock during his arching on Dr. Venture, even demanding that Brock "strike" him.
* DisneyVillainDeath: Is killed after getting punched into a deep pit by 21/Kano while under the influence of "God Gas".
* DomesticAbuse: Is said to get drunk and beat his wife.
* EvenEvilCanBeLoved: Despite his many horrific traits, including outright DomesticAbuse, his ex-wife is upset to learn of his death and attempts to [[AvengingTheVillain avenge him]].
* FightingIrish: A supervillain with a thick Irish accent, large muscules, and BloodKnight tendencies.
* FrazettaMan: While mostly human, he does have some traits of apes and is an extremely violent supervillain.
* HotBloodedSideburns: Has a pair of fur-like muttonchops and is extremely quick to anger.
* MushroomSamba: Is experiencing one after being exposed to Dr. Venture's "God Gas" when he's (accidentally) punched in a pit by 21/Kano.
* NoHoldsBarredBeatdown: Beats Sgt. Hatred so severely during their first meeting that it sends him to the hospital.
* PunnyName: "Harang" means to "insult or harass", while "orangutan" is a type of great ape. He is a villain with ape-like features who loves to fight.
* TopHeavyGuy: His upper body is much bulkier and more muscular than his legs. Fitting, given his simian traits.
* VigilanteExecution: Subverted as, while it appears to the Guild that he's been killed by the suddenly returned vigilante, The Blue Morpho, 21/Kano only punched him, not intending to kill him, while he fell into the pit Wide Wale's previous arch attempt on [=VenTech=] Tower created.
* WeaponForIntimidation: He carries a large caliber revolver but reveals that it isn't loaded. He prefers to fight with his fists.
* WouldHitAGirl: Drunkenly beats his wife. In what can be seen as karmic, his first attempt to arch Dr. Venture fails when Warriana knocks him out from behind.
* YouNeedABreathMint: Noted to have ''extremely'' foul-smelling breath by the other characters.
[[/folder]]
[[folder:Battleaxe]]
!!Battleaxe
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/battleaxe.jpg]]
->'''Voiced by''': Barbara Rosenblatt
-> ''"Let me just go put me face on."''
Haranguetan's ex-wife who runs a dive bar. After learning of his death, she seeks revenge on Dr. Venture who she believes to be responsible.
----
* AvengingTheVillain: Believing that Dr. Venture killed her husband, she drives to his tower to take revenge.
* BadGuyBar: Runs a divey tavern where the other patrons are known Guild villains.
* BallisticDiscount: Downplayed in that she doesn't kill him, but she knocks out the impound lot attendant while taking back the Haranguetank.
* BrutishCharacterBrutishWeapon: She's a loud, loutish supervillain who wields a massive battleaxe as a weapon.
* DrivesLikeCrazy: Not helped by the revelation that her ex-husband was apparently killed by Dr. Venture setting her off immediately before getting behind the wheel of the "[[AwesomePersonnelCarrier Haranguetank]]", but she drives like a complete psycho on her way to [=VenTech=] Tower, ultimately resulting in the accident that cripples both her and Think Tank.
* EvenEvilHasLovedOnes: She has little good to say about her ex-husband who was outright [[DomesticAbuse abusive]] of her, but she still gets upset and seeks to avenge him when he dies.
* FightingIrish: She's an aggressive, short-tempered villain with a vaguely {{Scotireland}} accent.
* MeaningfulName: She not only wields an actual battleaxe as a weapon, but a "battleaxe" is an archaic derogatory term for an "aggressive or overbearing" woman, which is very fitting given her personality.
* PeltsOfTheBarbarian: Her villain costume is mostly leather with a rough-hewn skirt in this vein.
* ThisMeansWarpaint: What she means by "put[ting] her face on" after learning of her ex-husband's death. She applies "woad"-style warpaint before going out to seek revenge.
* YeOldeButcheredeEnglishe: Her divey tavern is named "Ye Olde Battleaxe".
[[/folder]]
[[folder:Think Tank]]
!!Think Tank (Dr. Nidaba)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/vb6111jpg.jpeg]]
->'''Voiced by''': Creator/JeffreyWright
->''"Your position is untenable."''
A high-ranking villain whose day job is as a philosophy professor at Stuyvesant University. He has psychic powers, a massive head, and drives a purple tank while arching.
----
* AffablyEvil: He's one of the most genuinely polite supervillains in the Guild. He makes sure his student, Dean, doesn't go home the night he plans on launching an attack, and he seems to want a worthy adversary.
* AntagonistInMourning: After being rendered comatose, the superhero Stars and Garters visits him in the hospital and plays guitar for him after being told music helps in the healing process. Given his team member, Warriana has apparently battled him in the past, it can be presumed Stars and Garters was one of Think Tank's "jock" nemeses.
* AwesomenessByAnalysis: He deduces that Dean was attacked by Wide Wale and visited someone in the hospital based on stains and scents. Also doubles as an EstablishingCharacterMoment to show off his extreme intelligence.
* BrainsEvilBrawnGood:
** Think Tank is disappointed that he's often pitted against "jock" heroes instead of a fellow genius. It's one of the reasons he's so excited to get a scientist nemesis like Rusty. Unfortunately, Rusty doesn't [[BrilliantButLazy exactly live up to his expectations]]...
** Once Brock gets to him, the two fight in this fashion. The brawny Brock comes at him with a knife while slinging childish insults like "Stink Tank", and even Think Tank being several strategic steps ahead (trapping his arm in a telekinetic shield with a cannon pointed at his chest) is lost on Brock until he's blasted out a window.
* ConvenientComa: After Battleaxe runs him over, he ends up comatose. He is still there and even shares a hospital room with Rusty in "The High Cost of Loathing".
* EvilTeacher: He's a supervillain philosophy professor. In a twist, he acts like a CoolTeacher--at least in the sense he cares about his students, like Dean, whom he warns to stay away from the place he plans to attack later.
* {{Expy}}: He's an obvious parody of Marvel's [[Characters/MarvelComicsAIM MODOK]], being a large-headed, highly intelligent villain who gets around in a weaponized external apparatus.
* FriendlyEnemy: He ''tries'' to be this to Rusty, whom he mistakenly believes to be a WorthyOpponent, but given that it's ''[[PoliteVillainsRudeHeroes Rusty]]'', it's taxing.
* MeaningfulName: Ni''s''aba was the Sumerian goddess of, among many things, learning and writing. A fitting basis for the surname of an intellectual supervillain.
* MindOverMatter: He fights with telekinetic powers, able to [[BarrierWarrior create shields around him]] or channel them through his "tank" cannon to create a powerful blast.
* MyBrainIsBig: He has a comically huge head in contrast to his small body. He is also highly intelligent and possesses telekinetic powers.
* NoCelebritiesWereHarmed: In terms of facial appearance, he strongly resembles [[https://en.wikipedia.org/wiki/Cornel_West Dr. Cornell West]] while also being a highly intelligent professor.
* NoodleIncident: Whatever happened between he and Warriana was bad enough that she gets very upset and agrees to help Brock take him out when she learns that it's him arching the Ventures.
* NotQuiteDead: Seemingly killed when Battleaxe accidentally runs him over, it turns out he survived and is comatose.
* PetTheDog: Advises his student Dean to avoid going home that night, so Dean won't be in danger while he arches Dean's father.
* PoliteVillainsRudeHeroes: Think Tank comes to Rusty expecting an enemy who can provide him the intellectual match he seeks and, despite breaking into his building, treats their encounter like meeting a new neighbor. On the flip side, Rusty treats him as an annoyance due to the number of villains barging in that he's already had to deal with.
* ScaryBlackMan: Zig-zagged because he's not physically threatening, being a tiny guy with a huge head, but he is a dangerous supervillain with telekinetic powers. Not that those would be obvious to the cabs who don't stop for him over the course of about 10 minutes in Midtown...
* SmartPeoplePlayChess: This was his goal of arching Dr. Venture, a game of {{TabletopGame/chess}}. Unfortunately for him, Rusty doesn't know how to play chess...
* SuperWheelchair: While he can walk, he prefers to get around in a floating Professor X-style wheelchair in civilian mode and a purple tank that he can channel his telekinetic powers through in villain mode.
* WorthyOpponent: He deems Rusty to be more of an intellectual equal than previous heroes he's had to fight. Clearly, he has no idea ''which'' Dr. Venture he got. While Rusty is smart, he has no patience and dislikes chess. J.J. would have been a better fit for him.
[[/folder]]
[[folder:Doom Factory]]
!!Doom Factory
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/venture_bros_it_happening_one_night_09.png]]
[[caption-width-right:350:The group's leader, Wes Warhammer]]
-> '''Parody WesternAnimation/{{Superfriends}} Narrator:''' Ten of the most ruthlessly self-involved villains on Earth loosely align forces against the powers of good.
The Doom Factory is a group of "post-modern artist" supervillains, led by Wes Warhammer. Other members are Frigid, Serpentine, Eenie-Meanie, Gerard the Gorilla, Trashenstein, Black Mariah, Ultra-Violent, Billy Maim, She-Hemoth, and Hard Candy.
----
* AttentionDeficitOohShiny: Warhammer apparently tends to get wrapped up in a passion project, then find a new muse and involve them in said project, only to lose interest just as quickly. This was a trait his real-life inspiration, Andy Warhol, had as well.
* BewareTheSillyOnes: Yes, they're extremely eccentric and gimmicky, but they were able to pull off a completely successful heist, robbing Rusty blind with effectively zero problems.
* BunnyEarsLawyer: Despite their eccentricities (even by supervillain standards), they are pretty effective at what they do. They manage to infiltrate and set up their party within the [=VenTech=] Penthouse without anyone noticing, they tranquillize Sgt. Hatred, immediately prevent Rusty from calling Brock for help, then rob him blind, ''and'' (from Rusty's perspective) get away with it, all of which comes across as pretty impressive. The only thing they were unable to account for being the Blue Morpho appearing as a sudden SpannerInTheWorks. Granted Dr. Venture is not the most astute or attentive individual and Sgt. Hatred was still healing from his injuries, but the fact that they rank up high enough in the Guild's ranks to be allowed to arch him speaks volumes.
* {{Cloudcuckoolander}}: Warhammer operates on another level entirely. Best exemplified in his final exchange with Rusty:
--> '''Warhammer''': Somebody gave me this communicator watch. I think it was Eenie. Yeah, yeah it was Eenie. And-and she said I could talk to God with it, but I-I don't have anything to say ''[his lip briefly trembles]''. Here ''[gives it to Rusty]'' n-now you can talk to God.
* ConfusionFu: Their "arching" of Dr. Venture is to throw a huge party in his penthouse to distract him while robbing him blind. According to the Guild files on the Doom Factory ([[FreezeFrameBonus briefly brought up by 21]]), they also case minor annoyances and destruction in the homes of their arches:
--> ''"The Warhammerian HAPPENING: An event-based assault on the home, belongings, and person of his intended arch. Wracking up huge phone bills, clogging toilets, emptying food stores, etc. The victims are often coerced into shameful or compromising movies and photo-shoots that are later used as blackmail."''
* DrugsAreBad: They are villains and they provide an entire candy store's worth of drugs for their parties.
* {{Expy}}: The Doom Factory itself is obviously one for the [[{{WesternAnimation/Superfriends}} Legion of Doom]], they even have a lair that rises up from the murky depths and flies. The "Factory" was the nickname for Andy Warhol's studio and each member is a hybrid of a Legion of Doom villain and a Warhol associate.
* LegionOfDoom: A parody of the TropeNamer. Each member is a hybrid of Legion of Doom villain and an Andy Warhold "Factory" associate, while their headquarters rises up out of the water. They are even introduced by a parody WesternAnimation/{{Superfriends}} narrator at the start of the episode.
* MadArtist: More of a gimmick than a motivation (understandable considering they are based on famed pop artist Andy Warhol and the Warhol Superstars), but they are referred to as " a part of this new breed of [[PostModernism Post-Modern]] artsy villain" by 21 and have had an article of [[TheMagazineRule Modern Villain]] done on their hideout. Their big plan involves throwing a party at their arch's home (in this case being Rusty Venture's penthouse) where they proceed to rob them blind in the chaos. They fill their lair and the penthouse with metallic mylar-balloons filled with helium similar to the Andy Warhol and Billy Klüver's "Silver Clouds", Gerard Gorilla is always seen making screenprints, they send a threat in the form of a ScreamerPrank referencing the art film ''Film/Empire1964'', Warhammer distracts Rusty by making him the star of a minimalist film, they fill the penthouse with ''Marilyn Diptych''-esq depictions of Rusty Venture, etc.
* NoCelebritiesWereHarmed: All of them are based on individual members of Warhol's cohort, with added elements of various comic book villains.
** Their leader, Wes Warhammer, is a mix of ComicBook/LexLuthor and pop artist [[Creator/AndyWarhol Andy Warhol]].
** Frigid is [[Characters/TheFlashTheRogues Captain Cold]] and Brigid Berlin.
** Serpentine is [[Characters/BatmanTheRiddler The Riddler]] and Ondine.
** Eenie-Meanie is obscure DC superheroine Bumblebee and Edie Sedgwick.
** Gerard the Gorilla is [[Characters/TheFlashRoguesGallery Gorilla Grodd]] and Gerard Malanga.
** Black Maria is [[Characters/DCEUBlackManta Black Manta]] and Paul Morrissey.
** Trashenstein is [[Characters/JusticeLeagueOtherVillains Solomon Grundy]] and Joe Dalessandro.
** Ultra-Violent is [[Characters/GLStarSapphireCorps Star Sapphire]] and Ultra Violet.
** She-Hemoth is [[Characters/WonderWomanVillains Giganta]] and Holly Woodlawn.
** Billy Maim is [[Characters/WonderWomanCheetah Cheetah]] and Billy Name.
** Hard Candy is [[Characters/SupermanBizarro Bizarro]] and Candy Darling.
* PunnyName: They're a mash-up of DC's LegionOfDoom and Andy Warhol's "Superstars" who populated his creative space known as "The Factory", with each individuals name also being a punny mash-up in this manner.
* SissyVillain: While only brief, Warhammer's first interaction with Rusty comes across as very suggestive.
--> '''Warhammer''': Hi. You must be Rusty. Wow, it's -- it's so great to finally meet you. You're really such a beauty. [''He takes off Rusty's glasses.'']\\
'''Rusty''': Please, don't hurt me.\\
'''Warhammer''': You're the boss, applesauce.
* VigilanteExecution: They are killed by the Blue Morpho's bombs placed inside their headquarters while they were away arching Venture.
* WholeCostumeReference: Trashenstein, as his name suggests, is based on Joe Dalessandro's look in ''Film/FleshForFrankenstein'' (nude and covered in stitches, with bandages over his genitals), combined with the long hair and headband he wore in ''Trash''.
[[/folder]]
[[folder:Wandering Spider]]
!!Wandering Spider
[[quoteright:500:https://static.tvtropes.org/pmwiki/pub/images/wanderingspiderjpg.jpg]]
[[caption-width-right:500:Left: legs contracted, Right: legs extended]]
->'''Voiced by:''' Hal Lublin
->'''The Monarch''': Oh please, [Wandering Spider] is a has-been and a lush.
->'''21''': He killed Mr. Energy!
->'''The Monarch''': Oh please, Mr. Energy electrocuted himself watering his lawn. Wandering Spider just altered his report to live off of his arching insurance.
A spider-themed level ten supervillain with extending mechanical legs.
----
* AssholeVictim: {{Downplayed|Trope}} as the audience never actually sees him do anything evil, but he spends most of his on-screen time begging for his life from 21 and ''is'' a level ten supervillain, certainly having done something evil to achieve that rank.
* EvenEvilHasLovedOnes: He is a level ten supervillain (despite not being shown doing anything evil on-screen) and has a loving wife, who mourns hid death and slaps Dr. Mrs. the Monarch for allowing him to be out "arching" with a vigilante like the Blue Morpho on the loose.
* {{Expy}}: Of [[Characters/MarvelComicsOttoOctavius Doctor Octopus]] with his four additional mechanical legs, glasses, and green-and-orange track suit all matching up.
* InsuranceFraud: He allegedly killed his former arch-enemy, Mr. Energy, but the Monarch reveals that Mr. Energy accidentally killed himself and Wandering Spider simply took credit to live off of his "arching insurance".
* NeverFoundTheBody: He was presumed dead and a funeral was held for him due to 21 (acting as Kano) making him call Dr. Mrs. The Monarch and leave a voicemail stating that he's been abducted by the Blue Morpho. His actual fate is ambiguous, with a shot of his mechanical legs extending out of a shallow grave shown at the end of the episode, 21 washing blood off of the Morphomobile at the start of the next, and 21's later GuiltInducedNightmare showing him as a corpse implying that he's dead.
* PunnyName: He's AmbiguouslyBrown, speaks with an indeterminate (vaguely Latino) accent, his costume includes four mechanical legs (giving him a total of eight limbs), and his name comes from the [[https://en.wikipedia.org/wiki/Phoneutria_nigriventer Brazilian Wandering Spider]]. He's possibly "Brazilian" and has "wandered" up to New York City where he's a "spider"-themed villain.
* TranquilizerDart: His weapons, aside from his mechanical legs, are neurotoxin darts implied to be [=PhTx3=] (the one actual Brazilian Wandering Spiders produce) based on 21 getting paralysis and priapism when he is accidentally "stung".
* VigilanteExecution: In order to deflect suspicion from him being the Blue Morpho, the Monarch goes out arching while 21, as Kano, kidnaps Wandering Spider. 21 forces him to send a message to Dr. Mrs. the Monarch stating that he's been taken by the Blue Morpho at the same time the Monarch is arching Dr. Hiney. 21 then (apparently) kills Wandering Spider and leaves him buried in the Pine Barrens.
* WoundedGazelleGambit: 21 uses one on him (based on Buffalo Bill's in ''Film/TheSilenceOfTheLambs'') to lure him into a car to be kidnapped.
[[/folder]]
[[folder:Ramburglar]]
!!Ramburglar
[[quoteright:908:https://static.tvtropes.org/pmwiki/pub/images/ramburglar.jpg]]
->'''Voiced by''': Creator/MarkGagliardi
A high-level ram-themed supervillain.
----
* TheBigGuy: His role in Copycat's heist team, being the most physically imposing member of the team.
* GruesomeGoat: He has ram horns and is a high-level supervillain in the Guild.
* InstitutionalApparel: Wears a classic black-and-white striped prisoner shirt, drawn from the Hamburglar.
* PortalCut: He falls headfirst into the active teleporter, effectively beheading him.
* OffWithHisHead: Via Rusty's [[PortalCut teleporter]] during the heist. It continues to roll around in the panic room.
* PunnyName: He has rams horns, his costume is based on the [=McDonald's=] Hamburglar character, and he's a "burglar" attempting to pull off a heist.
* ShoutOut: His name and costume are based on the [[Advertising/McDonaldland Hamburglar]], a UsefulNotes/McDonalds mascot that would try to steal hamburgers from Ronald [=McDonald=].
[[/folder]]
[[folder:Maestro Wave]]
!!Meastro Wave
[[quoteright:435:https://static.tvtropes.org/pmwiki/pub/images/maestrowave.jpg]]
[[caption-width-right:435:Left: His Guild file image in-costume, Right: as a captive]]
-> '''Voiced by''': Creator/MishaCollins
A high-ranking supervillain with apparent control of microwave energy.
----
* AssholeVictim: Is murdered by Red Death. Seeing as how he killed and ate The Termite (and likely the other corpses in the room as well) in a fit of paranoid rage, no sympathy is given.
* AtomicSuperpower: A downplayed case in that he can apparently control ''microwave'' energy, exhibited by him warming a cup of tea with his hands.
* ClosedCircle: Spends the entirely of "Red Means Stop" trapped and shackled inside a bathroom, then is killed at the end.
* ImAHumanitarian: Has killed and eaten the buttocks of his fellow prisoners out of the belief that the food his captor has given him is poisonous. [[AllForNothing It's not]].
* PickyPeopleEater: Cannibalizing his fellow prisoners [[BlackComedy is shifted from horrific to funny]] by the fact that, for some reason, he only eats the meat off their buttocks.
* PunnyName: A "maestro" is a highly talented musician who can often be found conducting an orchestra and his apparent power is to control microwaves, demonstrated by him warming a cup of tea with his hands, thus, "Maestrowave".
* ProperlyParanoid: [[SubvertedTrope Subverted]]. He earnestly believes that the food provided is poisoned and that his captor is just toying with him, but that is not really the case.
* SanitySlippage: Being trapped inside a bathroom for weeks has turned him into a paranoid and insane wreck.
[[/folder]]
[[folder:The Termite]]
!!The Termite
[[quoteright:394:https://static.tvtropes.org/pmwiki/pub/images/termite.jpg]]
[[caption-width-right:394:Left: His Guild file image in-costume, Right: as a captive]]
-> '''Voiced by''': James Adomian
A high-ranking termite-themed villain.
----
* AloneWithThePsycho: Slowly realizes that Maestro Wave, the only other (living) prisoner, has gone insane, has killed and eaten the other prisoners, and is already plotting to kill him.
* AnimalThemedSuperbeing: A supervillain themed around termites.
* AssholeVictim: {{Downplayed|Trope}} as the audience never actually sees him do anything evil, but he spends most of his on-screen time panicking from imprisonment and AloneWithThePsycho, and he ''is'' a high-ranking supervillain, certainly having done something evil to achieve that rank.
* BludgeonedToDeath: Has his head bashed with a pipe by a [[SanitySlippage driven to insanity]] Maestro Wave.
* ClosedCircle: Spends the entirely of "Red Means Stop" trapped and shackled inside a bathroom, then is killed by the end.
* StraightMan: To Maestro Wave, at least for the first half of their episode.
* TermiteTrouble: Is a termite-themed supervillain, including a power suit and helmet with mandibles that can chew through even metal and concrete.
* YoureNothingWithoutYourPhlebotinum: His power as a villain comes from his termite-themed power suit and helmet. If he had it, he would have been able to free himself and Maestro Wave easily, which they each lament.
[[/folder]]
!Membership
[[folder:King Gorilla]]
!!King Gorilla
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/king_gorilla_1812.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Monarch''': Oh this isn't gay. But King Gorilla over there is! And I bet he can't wait to snap off a piece of your dick in his ass!
->'''King Gorilla''': ''[Kissy lips]''
A talking gorilla supervillain who served time in prison alongside the Monarch, who he helps to escape. Dying from lung cancer, he makes a deal with the Investors to get out of prison...for a price.
----
* AndShowItToYou: Is killed via the Investors using their [[IntangibleMan intangibility]] to reach into his chest and pulled out his heart. He's still alive long enough to see it.
* BackForTheDead: He's last seen in the season two opener helping the Monarch to escape from prison. He returns in season four, with it being revealed that he got out of his life sentence while suffering from terminal lung cancer. It turns out this was a deal made by the Investors and his payment is donating his heart to Monstroso.
* BlackComedyRape: His life sentence comes from "evicerating and sodomizing [[Music/MotleyCrue Vince Neil]] on live television". While in prison, he's common committer of PrisonRape. He even receives a "Statutory Ape" t-shirt as a gag gift for his birthday (which he's delighted with), implying he's somewhat known for this in the villain community. All of it is played for comedic value.
-->'''King Gorilla''': Hey! I only sodomized half of him!
* CaptainErsatz: To two DC Comics villains, Gorilla Grodd and Monsieur Mallah (the latter of whom is also gay).
* FaceDeathWithDignity: When The Investors come to collect his heart. He doesn't panic, just gruffly tells them to get it over with.
* HeroicSacrifice:
** Despite being threatened by the Guild against assisting the Monarch, he still helps the Monarch because he sees that his love for Dr. Girlfriend is genuine.
** Later, while dying from lung cancer, he gives his heart to a dying Monstroso, via the Investors who arranged his release from prison in return.
* IncurableCoughOfDeath: His lung cancer proved to be fatal. Or rather ''would'' have been fatal, had the Investors not ripped out his heart to give to Monstroso first.
* KillerGorilla: Well, he is a gorilla supervillain who has "evicerated" at least one person (and likely many others).
* LoveFreak: The only reason he helps the Monarch escape from prison, despite threats from Phantom Limb, is because of how much the Monarch loves Dr. Girlfriend.
* ManiacMonkeys: The Venture universe's contribution to the lineup of "evil-talking gorilla" variety, being a CaptainErsatz of those like Gorilla Grodd and Monsieur Mallah.
* ManlyGay: He's a supervillain gorilla attracted to men with none of the stereotypical mannerisms.
* NoodleIncident: It's never specified exactly what [[Music/MotleyCrue Vince Neil]] did to piss him off enough for him to, in Phantom Limb's words "eviscerate and sodomize" Neil on live television.
* PrisonRape: Implied to engage in this regularly. He even tried to rape The Monarch once, but he couldn't get it up because Monarch looked too much like a girl from behind. He even brought him back to his cell so that he could look at his porn at the same time, but still felt nothing.
* RapeIsASpecialKindOfEvil: Subverted. King Gorilla spends most of the series in prison, even though one of the major perks of Guild Membership is that they have connections to keep its members from seeing the inside of a prison cell. At first it seems like the Guild decided to let him rot in prison because he's a known rapist and wouldn't extend their protection for such a crime. But then we find out it's only because King Gorilla "eviscerated and sodomized [[Music/MotleyCrue Vince Neil]]" on live television, which was too public a crime for the Guild to maintain any plausible deniability or sweep it under the rug.
[[/folder]]
[[folder:Monstroso]]
!!Monstroso
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/monstroso_4001.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Dr. Girlfriend''': Monstroso? That's what this is about? He's the king of the double cross. I mean, think about it, he's a lawyer and a supervillain. That's like a shark with a grenade launcher on its head!
A massive and influential supervillain lawyer, Monstroso's favored brand of villainy is screwing people over with legal loopholes, including both arches and fellow villains alike. He's well-connected when it comes to Guild matters with both SPHINX and the O.S.I. pressing him for information.
----
* AffablyEvil: He's downright nice to Billy, typically a ButtMonkey among [[ButtMonkey Butt Monkies]], in "The Silent Partners". Monstroso brings Billy aboard his CoolShip, sympathizes with his problems, and finall helps him to get laid. Granted he was trying to butter Billy up before asking him to perform a heart transplant, but it's not like he couldn't have simply put a gun to his head or counted on the bribe of becoming a real doctor - he went out of his way to show Billy a good time.
* AmoralAttorney: He's a ''supervillain lawyer''. His favored brand of villainy is to take his targets down with legal loopholes and, of course, double-crosses. And based on the diploma hanging in his office in "Pinstripes and Poltergeists", he has a degree from Harvard.
* AscendedExtra: We first hear about Monstroso in the henchman-published book that leads to the Monarch and Dr. Girlfriend's break-up in the first season.
-->'''Monarch''': And there's this picture of you in Monstroso's lap!\\
'''Dr. Girlfriend''': That was at a party. Look at his lap! There's like five people on there!
* BigBeautifulMan: We've gotten enough looks at him shirtless to confirm that he's got a great physique for his size. The fact that Molotov Cocktease dropped her famous chastity belt just for him already speaks volumes.
* BillyNeedsAnOrgan: He requires a heart transplant and, given his size, not just any will do. He makes a deal with the Investors who then make a deal with King Gorilla to get him released from prison in exchange for his heart prior to his death from lung cancer. Billy then transplants it into Monstoso.
* TheBrute: Subverted. He's an AmoralAttorney [[ManOfWealthAndTaste Of Wealth And Taste]] who happens to be a ten-foot-tall wrestler.
* CardCarryingVillain: Subverted in that it's only when he's dealing in Guild business. He appears to run a genuine law office as a "day job" and keeps his villainy separate. He only puts on his "devil hood" when working with those from the Guild.
* ChainOfDeals: He needs a new heart, so he makes a deal with the Investors to get him one. They make a deal with King Gorilla to get him out of prison for his final days while dying from lung cancer in exchange for his heart. Monstroso then gives Billy a medical degree in exchange for him transplanting the heart.
* ChronicBackstabbingDisorder: Double-crossing is his MO, and it's perfectly allowable (and ''encouraged'') by Guild law. The Monarch finds out the hard way when he goes to Monstroso to help him arch Venture, only to learn that Monstroso is planning on seizing both Venture's estate ''and'' the Monarch's.
* CigarChomper: Loves his cigars and offers one to the Monarch about four times in their first 90 seconds together until the Monarch finally takes one.
* CutLexLuthorACheck: {{Averted}}. It's heavily implied that he is also a practicing attorney in his civilian life, which he keeps mostly separate from his "Guild business," which might explain his substantial wealth.
* DarkLordOnLifeSupport: During the second half of the fourth season, while recovering from heart transplant surgery.
* DisneyVillainDeath: Seemingly dropped to his doom from the O.S.I. Helicarrier by The Investors.
* EvilSoundsDeep: Has an inhumanly deep voice, which fits with his devil motif and general supervillain status.
* {{Expy}}: Shares many similarities with Creator/MarvelComics villain, ComicBook/TheKingpin, including his monstrous size, nice suit, and being a businessman running a criminal empire.
* GeniusBruiser: Obviously very intelligent as a high profile lawyer, he also seems to be just as strong as he looks since he actually ''survived'' the epic beatdown delivered by Brock and 21.
* KarmaHoudini: Subverted at the very last minute in his first appearance, where it seems like he'll get away with arching Venture and double-crossing the Monarch, only for 21 and Brock to show up in TheStinger to deliver a beat down.
* LargeAndInCharge: [[http://mantiseye.com/img/caps/507/notes/mugshot-monstroso-full.jpg 7'4, to be specific]] and he runs an apparently well-to-do law office while also being a high-level supervillain.
* LoopholeAbuse: He attempts to arch Dr. Venture (and the Monarch) via ''zoning law'' violations. It's implied that this is pretty typical for him, both the legal loophole abuse and the [[ChronicBackstabbingDisorder double cross]], the latter of which is not only allowed but ''encouraged'' by the Guild.
* ManOfWealthAndTaste: He's a supervillain lawyer businessman with a massive yacht and a taste for fine cigars.
* NamesToRunAwayFromReallyFast: A play on "monstrous" and he definitely deserves it, being a massive supervillain lawyer.
* NeverFoundTheBody: At the end of "O.S.I. Love You", he goes missing after being phased through the wall of the O.S.I. helicarrier and [[DisneyVillainDeath dropped from thousands of feet in the air]].
* NoCelebritiesWereHarmed: In addition to his basis as an {{Expy}} of The Kingpin, he also shares some traits with [[http://en.wikipedia.org/wiki/Anton_LaVey Anton LaVey]], founder of the Church of Satan, including his facial hair, devil hood, and general devil motif. Hilariously this gives him a motif similar to one of Kingpin's [[ArchEnemy archenemies]]: ComicBook/{{Daredevil}}.
* OhCrap: When The Investors appear during his interrogation on the O.S.I. Helicarrier, he has a severe freakout. Nothing had fazed him before, from fighting 21 and Brock simultaneously to being at the mercy of the O.S.I. Against the Investors, he's scared witless.
* RunningGag: He offers the Monarch a cigar four times in about ninety seconds.
--> '''The Monarch''': Fine, yes! Gimme a fucking cigar!
* SmugSnake: Trying to defeat both the Venture family and The Monarch simultaneously... with ''zoning law'' fine print. Then he has the audacity to mock 21 for apparently showing up alone to fight him, before 21 reveals that he brought along ''Brock Samson''.
* SquareCubeLaw: Though it doesn't seem to be as bad as Humongoloid, it's suggested he has similar problems with moving, breathing, and stamina. That he had to get his heart transplanted from a giant gorilla speaks volumes.
* TheStoolPigeon: After being captured by the O.S.I. in "O.S.I. Love You", he doesn't hesitate for a second to spill everything he knows about the Guild, the Council of 13, and even offers photos taken from a secret pinky ring camera. The Investors quickly ([[NeverFoundTheBody apparently]]) eliminate him to stop his squealing.
[[/folder]]
[[folder:Torrid]]
!!Torrid
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/torrid_3800.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"Save my place in the queue. There's something I feel I must do. Something'' [[NameDrop torrid]]."
The Order of the Triad's Guild-sanctioned, fire-themed archenemy.
----
* ArchEnemy: Officially the "guild-sanctioned" arch enemy of the Order of the Triad.
* CaptainErsatz: Of Pyro from the ComicBook/XMen (matching powers and ethnicity, although Torrid can create flame and also teleport) wearing ComicBook/{{Deadman}}'s costume with Dormammu's (from ''Comicbook/DoctorStrange'') mystical connections.
* GassHole: Much fuss is made over the smell he leaves behind in the Venture bathroom.
* GenreBlindness: In "The Better Man", while summoning and attempting to control the "hell beast from hell". Not only does it disobey, but it tosses him right back into the portal.
* {{Hellgate}}: Begins "The Better Man" opening one, summoning an EldritchAbomination-like creature out of it, while the Order of the Triad attempts to stop him.
* IHaveYourWife: Lands the job as the Order of the Triad's arch after he "kidnaps" Orpheus' daughter, Triana. Downplayed in that she's actually safe, having been teleported to a tropical island, but the Triad doesn't know that when Torrid tells them.
* LandDownUnder: He speaks with an Australian accent and is based, at least in part, on the Marvel character Pyro who is also Australian.
* NeverFoundTheBody: The Order of the Triad believe he's dead following "The Better Man", where he blinks away after petrifying the Outrider. The Guild seems to agree, giving The Alchemist a lecture about how it's not their problem if his arch has been "terminated by a third party".
* PlayingWithFire: Being a CaptainErsatz of Pyro, although he can create the flames himself and also teleport.
* TeleportSpam: A fiery version, though he uses it more to dodge than to attack.
* WoundedGazelleGambit: Begs the Outrider for a MercyKill, saying that he's seen too much while inside the "hell portal". When the Outrider goes to do it, Torrid jumps him.
[[/folder]]
[[folder:Augustus St. Cloud]]
!!Augustus St. Cloud
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/venturebrosaugust_9116.jpg]]
->'''Voiced by''': James Urbaniak (Season one), Christopher [=McCulloch=] (Season five onward)
->''"You win this time, but mark my words, and mark them well: I will get you, Quiz Boy!"''
An incredibly rich fanboy and collector of nerdy pop culture, he is a rival to Billy Quizboy and joins the Guild in season five as Billy's official arch.
----
* ArbitrarilyLargeBankAccount: He is the billionaire son of a "plastics magnate" and even claims his "superpower" is the fact he has "lots of money" when applying to the Guild. He can drop millions of dollars on anything, even an entire Greek island, without concern.
* ArchEnemy: To Billy Quizboy, with the two being rival pop culture collectors and St. Cloud still upset about Billy's cheating against him on ''Quizboys''. In fact, he joined the Guild specifically to legally, officially arch Billy.
* AscendedExtra: He appears as a background character throughout the first four seasons, most memorably getting Baron Underbheit's boot in his ass at Rusty's yard sale in season one's "Tag Sale, You're It!"
* TheCollector: Of pop culture props and memorabilia, many of them ridiculously expensive. Billy utterly hates him for this, because he never lets anyone else see them except to show them off and damages them for his own amusement (like altering [[Film/{{Goldfinger}} Auric Goldfinger's]] pajamas so they'd fit him). He also collects albinos.
* CrimefightingWithCash: Inverted. He decides to join the Guild to arch Billy Quizboy and states that his supervillain power is "having a lot of money".
* DidntThinkThisThrough: He breaks into the apartment of Billy's mother Rose and Col. Gentleman in an attempt to intimidate Billy. Gentleman subdues him with ease and happily stands aside as Rose immediately beats him to a pulp when he tells her that Augustus is after Billy.
* EarlyInstallmentWeirdness: In his first appearance in season one's "Tag Sale, You're It!", he has a different voice and personality than what he displays when he's reintroduced as Billy's arch enemy in the season five opener.
* EvilCounterpart: To Billy, sharing his fanboyish obsession with pop culture artifacts. He is also attended by an albino servant who is the silent, athletic, Asian version of Pete White.
* EvilIsPetty: Will often use items from his collection to do little more than anger Billy, such as using a puppet from ''Series/MisterRogersNeighborhood'' (a show Billy loved as a kid) as a ''shower mitt''. When Billy and Pete come to his house to try to barter with him for a flying ship, he agrees on the condition that Billy eat a dollar's worth of pennies. The reason? Billy outbid him for an action figure on eBay by a dollar.
* EvilNerd: Downplayed in that he's much more LaughablyEvil and his "arching" of Billy mostly qualifies as "trolling", but he is a full-fledged (if level one) member of the Guild and is very much a nerd.
* {{Expy}}: He's a rich, snobbish version of [[WesternAnimation/TheSimpsons Comic Book Guy]] (especially his voice).
* FriendlyEnemy: To an extent. He and Billy Quizboy genuinely piss each other off, but at the same time, they obviously both enjoy arching each other, so they're an example of how arching is actually ''supposed'' to go.
* GeekPhysique: Has the classic "short and fat" version while being a StereotypicalNerd and PatheticallyWeak.
* HarmlessVillain: So pathetic as a villain that he really has no good reason to be in the Guild at all. He has an EMA level of one since he's incompetent at anything regarding actual supervillainy and has no weapons or superpowers at his disposal, with only a single henchman. He mostly uses his immense wealth for little more than ''annoying'' Billy or distracting him to steal from him. Even the other villains realize this, as they refuse him entry to Don Hell's villainous night club.
* {{Hypocrite}}: He still holds a grudge against Billy for cheating on the ''Quizboys'' show in his youth, yet he cheats audaciously in the Spanakopita events.
* LaughablyEvil: His attempts to be "evil" more often than not seem more like petty acts of trolling that can get a laugh out of you, such as demanding that Billy eat a dollar's worth of pennies and taunting Billy by destroying pop culture props.
* MuggingTheMonster: In "The Bellicose Proxy", his attempts at arching Billy leads him to breaking into a house of [[RetiredBadass retired adventurers]] and trying to act threatening. An amused Col. Gentleman easily manhandles him before handing him over to [[MamaBear Rose]], who subjects him to an offscreen NoHoldsBarredBeatdown.
* NerdHoard: He antagonizes ArchEnemy (first unofficially, and later officially after signing up for the Guild) Billy Quizboy by outbidding him in online auctions for pop culture memorabilia and acquiring one-of-a-kind items that he keeps in his own personal collection rather [[ItBelongsInAMuseum than places the public can enjoy them]]. A few notable items in the ''massive'' collection include [[Film/RaidersOfTheLostArk The Staff of Ra and the Ark of the Covenant]], [[Series/BuckRogersInTheTwentyFifthCentury Twiki and Dr. Theopolis]], the vintage [[{{Franchise/Batman}} Batmobile]], the puppets from ''Series/MisterRogersNeighborhood'' (which elicits a YouMonster response from Billy when St. Cloud uses Henrietta Pussycat as a shower sponge), and many more.
* NiceToTheWaiter: Is always cordial to his manservant, Pei Wei.
* NotSoHarmlessVillain: When Pete and Billy infiltrate his boat in "Spanakopita!", he responds by tranquillizing them and tying them up on rocks to be burnt by the sun, a particularly grisly fate for the [[AlbinosAreFreaks albino]] Pete. This seems to be a one-off exception because in every other instance he's portrayed as a HarmlessVillain.
* OpaqueLenses: Starts wearing them when he fully becomes a villain. We can see his eyes in his earlier appearances.
* PatheticallyWeak: His one and only physical fight was with an octogenarian lady with arthritis who messed him up so bad he needed make-up to hide the bruises. Then there's a moment where Monarch and 21 are showing off his new lightning gun and just lightly tossing it to him is enough to knock him flat on his back.
* PokeThePoodle: Really, most of what he does isn't even ''illegal'', let alone evil, but it's all calculated to get under Billy's skin.
* PyrrhicVictory: Tries to pull one on Rusty and Billy by announcing he bought the island where Spanakopita is held after they win the final event, unaware that the locals had sold him "Spanakopita," the spinach pastry, rather than "Spanakos," the actual name of the island. What's more, the locals were scamming him as well as Rusty the entire time.
* ScrewTheRulesIHaveMoney:
** Manages to bypass many of the Guild's set rules (such as new members being unable to choose their own archenemy) by bribing them with money.
** He likewise bribes his way through the Spanakopita events just to get under Billy and Rusty's skin, then when he loses, tries to ''buy the entire island'' (but is scammed by the locals).
* ShadowArchetype: His enmity with Billy is a stripped down reflection of the rivalry between the Monarch and Rusty sans nuance of character development. To wit, an extremely petty man becomes a "villain" for the sole purpose of devoting his time and considerable resources to acting out a personal grudge a single person (who is far less well-off financially), while his target usually couldn't care less about the enmity which is supposed to exist between them and is simply exasperated by the whole thing. Like the Monarch and Rusty, they're both redheads to boot.
* ShoutOut: His name is inspired by ComicBook/{{Batman}} love interest Silver St. Cloud, and when he's properly introduced in the season five opener, he arrives driving the ''Film/Batman1989'' Batmobile.
* SlaveryIsASpecialKindOfEvil: He collects albinos the same way he collects memorabilia. Pete is understandably appalled by this.
-->'''Pete''': People don't own albinos!
* StereotypicalNerd: Has all of the classic traits including incredible awkwardness, glasses, being [[GeekPhysique short and fat]], PatheticallyWeak, a multitude of physical ailments (lupus, fibromyalgia, restless leg syndrome), and collects all manner of pop culture collectables and props.
* UnEvilLaugh: When being trained to do an EvilLaugh, St. Cloud can only mutter out a pathetic "Nyeh heh heh" that the Monarch and 21 consider weird creepy, and not in a villainous way.
--> '''21''': What the hell was that? Are you having an asthma attack?
* VillainDecay: In seasons five and six, while he's not exactly threatening, St. Cloud is ''very'' good at getting under Billy's skin, which seems to be his main objective anyway. When he returns to arch Billy in season seven, he's shown to be utterly inept at it. Probably justified in that while St. Cloud excels at petty trolling, the supervillain theatrics that the Monarch tries to make him replicate are [[ThePeterPrinciple a poor fit for him]].
* VillainyFreeVillain: He focuses more on getting under Billy's skin than actually committing crimes. Most of the time, the worst things he does are outbidding Billy on auctions, cheating at games, and mishandling the pop-culture memorabilia he accumulates.
[[/folder]]
[[folder:Copycat]]
!!Copycat
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/copy_cat01.jpg]]
->'''Voiced by''': Creator/TobyHuss
->''"Oh, well now doesn't that just put a turd in your soup?"''
A high-ranking supervillain with self-duplication powers and the theme of a 1950s "cool cat" entertainer who seeks to join the reformed Guild council.
----
* AbortedArc: In his first appearance, he seems to be attracted to Dr. Mrs. the Monarch and tries to drive a wedge between her and the Monarch. This is dropped by his next appearance.
* ChronicBackstabbingDisorder: He acts friendly with the Monarch in his first appearance only to screw him over by making him look bad to Dr. Mrs. the Monarch. Later, he plots an elaborate heist with several other supervillains, with his real plan being to betray his entire crew after using them as decoys.
* EarlyBirdCameo: Makes a brief appearance in "[[Recap/TheVentureBrosS04AllThisAndGargantua2 All This and Gargantua 2]]", three episodes before his real debut.
* FaceDeathWithDignity: His reaction to a damaged helicopter about to crash into him is a nonchalant "oh, well now doesn't that just put a turd in your soup?"
* FauxAffablyEvil: He's a smooth talker with a 1950s "swinger"-style of speaking but it isn't genuine and he just acts affable to manipulate others, such as having no qualms about selling out a bunch of other villains by using them as decoys during his heist.
* FourIsDeath: Or at least villainous. His suite is #44-44, with the repeating numbers also reprenting his duplication power.
* KarmaHoudiniWarranty: After getting away scot-free in "Faking Miracles" from making the Monarch look bad to Dr. Mrs. the Monarch, he tries to betray the heist team in "Unicorn in Captivity" so he can get away with the teleporters himself. It ''almost'' works, but he's killed by his would-be getaway helicopter crashing into him.
* LogicalWeakness: He can duplicate himself dozens of times and retract the duplicates back to the original at any time. However, that "original" is as vulnerable as anyone else, unable to do anything when, for instance, a helicopter is about to crash into him...
* MesACrowd: His main power. Each duplicate of himself can recall himself at any moment and rejoin the original.
* MuggedForDisguise: Tricks and then knocks out the Monarch in "Faking Miracles" so he can swipe the Monarch's costume and impersonate him, making him look bad to his wife.
* NoCelebritiesWereHarmed: He looks and talks just like Music/DeanMartin.
* NoHonorAmongThieves: He has no hesitation in selling out the other villains on his heist team as decoys while he enacts his own plan to steal the teleporters during the [=VenTech=] heist.
* PunnyName: On two levels. Copycat is itself, of course, a term for one who copies another, describing his MesACrowd powers pretty well. He's also heavily based on Dean Martin, who was known to affectionately call people "cool cats".
* {{Schemer}}:
** In season six, he frames The Monarch for illegally arching Dr. Venture by creating a duplicate, stealing his costume while tricking him into changing out of it for a party at Wide Wale's apartment, tranquillizes him to incapacitate him, and then trashes Dr. Venture's penthouse, all while tricking Dr. Mrs. The Monarch into checking up on her husband to only direct her attention to his own duplicate in The Monarch suit across the way.
** Season seven has him return as the leader of a group of supervillains intending to steal Dr. Venture's latest successful teleporter invention. With The Monarch subbing in for Tiny Eagle who was killed by Brock earlier in the episode, he sets it up so a group comprising Tunnel Vision, Ramburglar, Presto Change-O, and Dot Comm infiltrate [=VenTech=] Tower while The Monarch does aerial recon and "Driver X" drives the getaway car. His real plan is to use this team as decoys so his army of duplicates can steal the teleporter pads which he knew would end up in the Ventures' panic room, and Driver X is just another one of his duplicates in disguise. However, he doesn't account for The Monarch not bringing his functional wings with him and 21 discovering his actual plans on the way out of the building. In the end, The Monarch and 21 end up with both teleporter pads and Copycat is almost certainly dead from the helicopter his duplicate was flying getting shot down between buildings only to crash into his apartment.
* UncertainDoom: He presumably dies when a helicopter crashes into him, though the camera cuts away from him before the exact moment it happens and other villains have survived worse in the series.
[[/folder]]
[[folder:Tunnel Vision]]
!!Tunnel Vision
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/tunnelvision_3.jpg]]
->'''Voiced by''': Hal Lublin
A tunneling-themed supervillain.
----
* ArtificialLimbs: It's implied that the drill and screw driver on each arm are actually his limbs, not just something he wears over them.
* CripplingOverspecialization: He's a great tunneler, with a drill helmet, another drill on his left arm, and a screwdriver on his right. He's not good for much else, unable to even pick up a simple object like the teleporter pad in "Unicorn in Captivity".
* TheGenericGuy: Other than his power to dig, Tunnel Vision has a shockingly normal personality in comparison to everyone else on the [=VenTech=] heist team.
* RecurringExtra: Appeared in the background of Guild functions as early as season three and recurred until he's properly introduced in season seven.
* ShoutOut: During the Guild's frantic manhunt for the Blue Morpho, Tunnel Vision tries to claim the bounty by killing and dressing up a homeless man to look like the Blue Morpho, just like the scene with the bull shark from ''Film/{{Jaws}}''.
* ThisIsADrill: He's a tunneling-themed supervillain with a drill helmet and another on his arm.
* UncertainDoom: Last seen being dragged into the sewers by Brock Samson following the botched heist. Knowing Brock, it was likely to his death.
[[/folder]]
[[folder:Presto Change-O]]
!!Presto Change-O
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/presto_4.png]]
->'''Voiced by''': Creator/MarkHamill
A shapeshifting, clown-themed supervillain.
----
* ActorAllusion: Creator/MarkHamill also frequently voices ComicBook/TheJoker, another clown-themed supervillain.
* AlienBlood: Has bluish-green blood which can be seen after Brock stabs him.
* AmazingTechnicolorPopulation: He has green skin and teal hair, which he maintains even when he transforms.
* AmbiguouslyHuman: Exactly what he is isn't made clear, with his [[AmazingTechnicolorPopulation green skin, teal hair]], and [[AlienBlood bluish-green blood]] suggesting that he isn't fully human. Additionally, while the series does have other shapeshifting characters, Presto Change-O's seem to be less magical in nature than theirs and more him contorting/stretching his body into different shapes while retaining the same color scheme and voice.
%%zce* BodyHorror: Some of his transformations definitely invoke this.
* FatalFlaw: While he can transform into any shape, he can't change his color scheme or voice. Brock manages to see through his H.E.L.P.eR. disguise because of this and proceeds to discover the heist attempt.
* MonsterClown: A downplayed example as he isn't outright malicious that we see or even that bad of a guy, but he is a member of the Guild and joins the heist on Dr. Venture.
* NonActionGuy: He uses his shapeshifting abilities mostly for mobility and subterfuge, but can't seem to do much in a fight. The best he can do when the heist team is being chased by Brock is to momentarily delay him.
* PracticallyJoker: Less vicious than his inspiration, but as a clown-themed villain who cracks jokes, he definitely draws from the Joker and [[Creator/MarkHamill his most famous voice actor]].
* RhymingNames: Prest'''o''' Change-'''O'''.
* ShoutOut: While drawing character basis from ComicBook/TheJoker as stated below, Presto Change-O's color scheme and shapeshifting abilities are likely inspired by [[ComicBook/FantasticFour Impossible Man]].
* UncertainDoom: The last we see of him is him getting stabbed in the head by Brock Samson and writhing on the ground in pain, injured but apparently still alive - it's possible his body-morphing powers somehow protected him from what should have been a lethal blow, but he hasn't been seen since.
* VoluntaryShapeshifting: His main power. He can transform and contort his body into any shape or form, though retains his original color scheme and voice.
* WeaksauceWeakness: While he can seemingly shapeshift into just about anything, he keeps his original color scheme and voice. This is how Brock notices that something is up while Presto is imitating H.E.L.P.eR.
[[/folder]]
[[folder:Dot Com]]
!!Dot Com
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/dotcom.jpg]]
->'''Voiced by''': Creator/KateMcKinnon (season six), Annie Savage (season seven)
A hacker supervillain.
----
* TheCracker: A Guild supervillain whose specialty is hacking.
* EarlyInstallmentWeirdness: Her first speaking appearance has her voiced by Creator/KateMcKinnon and credited as "Dot Comm", with two "m"'s. Later appearances, particularly when she gets ADayInTheLimelight as part of the heist team in "The Unicorn in Captivity", instead has her voiced by Annie Savage and credited with just one "m" in her name.
* FreezeFrameBonus: In "Tanks for Nuthin", a look at Dr. Mrs. the Monarch's email inbox shows Dot Com had applied to become a member of the Council.
* HighPoweredCareerWoman: Has elements of this trait, wanting to see more women on the Guild's Council of 13 (there were only two before the purge, one of whom was the newest member) and later applying for a position herself. Given that Copycat and the Monarch are both on the heist team specifically to impess the Guild leadership, it's reasonable to think she's there for the same reason.
* MissionControl: Her role during the heist, hacking into [=VenTech=] Tower security and guiding the other team members.
* RecurringExtra: Appeared a few times in Guild crowd shots with a few lines before "The Unicorn in Captivity" gave her a prominent role during Copycat's heist.
* TheSmurfettePrinciple: The only female member of Copycat's heist team.
* TronLines: Has them on her costume, which is clearly themed after the [[Film/{{Tron}} trope-naming film]], and is a hacker supervillain, speaking to her technological prowess.
* WhatHappenedToTheMouse: Falls out of the escape van right as 21 drives away in "The Unicorn in Captivity", leaving her fate unknown.
[[/folder]]
[[folder:"Driver X"]]
!!Driver X
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/driverx.jpg]]
An expert getaway driver who is part of Copycat's heist team... or so it seems.
----
* {{Expy}}: Of ''Series/TopGearUK''[='s=] "the Stig", being a [[HeWhoMustNotBeHeard voiceless]], [[TheFaceless faceless]], BadassDriver.
* TheMole: He is really just a [[MesACrowd duplicate of Copycat]], hiding his identity beneath a racing helment and suit. Copycat retracts him to leave the rest of the heist team stuck as decoys.
* TheVoiceless: Doesn't speak, mostly because using his real voice would give him away.
[[/folder]]
[[folder:Turnbuckle]]
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/turnbuckle.jpg]]
->'''Voiced by''': Creator/PaulFTompkins
A boxing-themed villain who decided to arch Jonas Venture Sr. His subsequent brutal death is responsible for the entire "Equally Matched Aggression" level system of the Guild.
----
* BadassNormal: Subverted. He's a fairly well-built guy with boxing gloves and no apparent powers, and does (briefly) manage to kidnap Rusty, but misses on the only punch he throws and gets absolutely curb-stomped by [[SuperSoldier the Action Man]].
* BoisterousWeakling: Despite his boasting about a devastating punch, he only manages a single clumsy jab that completely fails to connect.
* BoomHeadshot: After PistolWhipping him to near-death, the Action Man finishes him off like this.
* BoxingBattler: His whole schtick is themed after boxers of the TheGayNineties. Unfortunately for him, his opponent is a SuperSoldier with [[NeverBringAKnifeToAGunfight no such compunctions for adhering to the "Queen's Rules"]].
* BullyingADragon: Seriously, what kind of idiot decides to pick on the original Team Venture with no superpowers or special technology? ''Especially'' if it's Action Man, who, as the Monarch notes, was a "[[AxCrazy full-on psycho]]" and the least likely out of any of them to show any mercy.
* ChestInsignia: Has a stylized "T" tattooed on his chest.
* CombatAestheticist: Styled himself after a [[BoxingBattler stereotypical "gay-nineties" gentleman boxer]], complete with waxed mustache, interjections like "caution!" and an exaggerated orthodox stance. This proved completely useless against an unhesitating armed opponent, as Action Man dodged his first slow punch and then took the opportunity to {{Pistol Whip|ping}} him senseless.
* CurbStompBattle: He was murdered so gratuitously by the Action Man that the Guild had to [[PowerLevel establish a ranking system]] to ensure that such a one-sided affair never happens again.
* DefiantToTheEnd: Tells the Action Man to "kiss [his] ass!" after he's been beaten to a pulp. The Action Man responds with BoomHeadshot.
* DisproportionateRetribution: On the receiving end. After the Action Man had already beaten him "into the ground like a tent pole," Turnbuckle tells him to "kiss my ass!" Action Man shoots him in the head without a second's thought.
* HarmlessVillain: His "kidnapping" of Rusty was just taking him to a slightly different part of the estate he lived in, and all he wanted in exchange for his return was a boxing match with Jonas (which Jonas probably would have won, since from what little we see Turnbuckle isn't a stellar boxer). He didn't make any move to hurt the kid and was armed only with boxing gloves. The Action Man responding with lethal force was so extreme a reaction that it led to the current system for pairing up villains with arches that would be a fair match to them.
* ManlyFacialHair: Has a waxed mustache styled after the gentleman boxers of TheGayNineties and is a well-built, if inept, villain.
* NeverBringAKnifeToAGunfight: He evidently thought that picking a fight with an AxCrazy SuperSoldier with nothing but his fists was a good idea.
* PosthumousCharacter: Long-dead, courtesy of [[TheBerserker the Action Man]], but still has an impact on the plot as it was his brutal death that led to the Guild's current [[PowerLevel "Equally Matched Aggression" ranking system]].
* PunnyName: He's a boxing-themed villain whose shares his name with the piece of equipment that supports the ropes of a boxing ring.
* UnwittingInstigatorOfDoom: Or "[[ObstructiveBureaucrat bureaucracy]]", more like, which can certainly be a form of doom. His poorly-thought scheme and subsequent brutal death was the catalyst for the modern "arching" system and protocols used in the setting, which causes no end of trouble for the main cast, especially the Monarch.
[[/folder]]
[[folder:Intangible Fancy]]
!!Intangible Fancy
[[quoteright:130:https://static.tvtropes.org/pmwiki/pub/images/intangiblefancy.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
A ghost-like supervillain.
----
* BarbieDollAnatomy: He states that the accident that turned him into his current form caused him to lose his genitals.
* {{Ectoplasm}}: He is stated to be made entirely out of it.
* FogFeet: His lower half has no discernable legs, similar to the silhouette of someone wearing a long robe.
* TheGadfly: He is known to be a troublemaker even beyond the standards of a Guild villain, causing a commotion at Rusty's tag sale by liquifying another villain and is later seen being interrogated by the Council of 13 for smuggling contraband.
* IntangibleMan: His powerset seems to be similar to that of a classic cartoon ghost, being able to fade in and out. He can still manipulate physical objects.
* LivingGhost: He has multiple "ghostly" powers including intangibility, being able to control other people's bodies by entering them, and being partially invisible. He claims that he is the victim of a science experiment gone awry and is still technically living, given that the Council of 13 discusses executing him.
* OurGhostsAreDifferent: His appearance is similar to that of a classic cartoon ghost.
[[/folder]]
[[folder:Brick Frog]]
!!Brick Frog
[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/brickfrog.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
A level one villain who dresses like a frog and throws bricks.
----
* AscendedExtra: He first shows up during the TerribleIntervieweesMontage for the Revenge Society, getting booted very quickly. He continues to show up as a background villain in group shots for the rest of the series, then actually gets a few moments of prominence in the FinaleMovie.
* HarmlessVillain: He's a guy in a frog costume who throws bricks.
* PunnyName: He's just a normal guy in a frog costume who throws bricks from a sack.
* StealthPun: In masonry, a "frog" is the indentation in the center of a brick.
* TookALevelInBadass: In the FinaleMovie, he is revealed to have joined ARCH, becoming powerful enough to blow up and rob a legitimate scientific facility.
[[/folder]]
!Associates
[[folder:Dr. Henry Killinger]]
!!Dr. Henry Killinger
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/henry_killinger_8254.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"Killinger. Dr. Henry Killinger. And this is my Magic Murder Bag."''
A mentor to villains and would-be villains who uses his immense power to help them find their true purpose and fulfillment in life. He typically conveys using an umbrella capable of flight and carries his "Magic Murder Bag" from which he can pull any item his clients could possibly need. Exactly what he is, where he came from, and the extent of his powers is never revealed.
----
* TheAce: A villainous mentor version who can fix up any problem his client has, professional or personal, with his impressive psychoanalysis, management planning skills, and his Magic Murder Bag. He isn't ''just'' TheAce, he's a character for whom the role of TheAce is so exaggerated he'll have a huge comedic effect.
* AffablyEvil: To the point that the "evil" part is debatable. He is downright friendly to his clients and their associatates, helping them to achieve their desires and unlock their potential apparently ''pro bono'' in each case. The only malevolent acts we see him perform are to [[UnionsSuck kill a bunch of union leaders]] and attempt to turn Dr. Venture into a supervillain who arches his own brother. Even that is because he genuinely believed that he was helping Rusty into a role that made him feel satisfied, and agreed to leave without a fight once Rusty said no.
* AmbiguouslyHuman: He certainly looks like an older human, but possesses abilities and implements far beyond anything else seen in the series. Not even Orpheus' magic can phase him. It's revealed in "All This and Gargantua-2" that he is a being on the same order as the Investors, but exactly what that is is never revealed. Given that the three Investors refer to Killinger as "brother" and have the same names as the three Greek gods of the Southwest, Northeast, and Northwest winds, they may literally be {{Physical God}}s with Killinger as the missing "Southeast" god.
* AntiVillain: He only ever helps those he works for, teaching them in such a way that they grow and ''earn'' what they desire. It just so happens that those he helps are always villains, along with the occasional [[NominalHero morally-questionable protagonist]]. This is also in contrast to his "brothers", the Investors, who ''give'' their clients what they desire but [[DealWithTheDevil exact a heavy price in repayment]].
* BagOfHolding: His Magic Murder Bag, which looks evil, but holds at least an umbrella and whatever he needs to help somebody fix their personal issues (i.e. a bouquet and the Monarch's journal) rather than any real implements of murder. The exception is the time he used it to silence the complaints of several union leaders causing problems for Rusty's work by reducing them to ash.
* BigGood: A fascinating {{Reconstruction}} of this trope from the perspective of the villains. Rather than be the supreme evil leader BigBad, Killinger is akin to a life coach designed to improve the psychology and wellbeing of his clients however he can. Even though he's guiding them down the path of evil, all of his clients actually really enjoy his work and seem to be happier, healthier people than they were before. He even takes this to the next level by ascending to GreaterScopeVillain level and reforming the Guild with new leadership after the Sovereign's purge.
* BigStupidDoodooHead: He usually insults people by calling them "silly billy".
* BlueAndOrangeMorality: Killinger operates on a strange sense of ethics where he helps his clients to achieve their desires, willing to kill others in that pursuit and not caring that most of his clients are villains who will go on to harm others. However, he will not harm his clients or do something against their wishes. One way or another, the people he helps are better off thanks to him.
* BondJamesBond: Introduces himself as "Killinger, Dr. Henry Killinger".
* BunnyEarsLawyer: He's a German-accented old man with a propensity for calling people "silly billy" who flies around with his umbrella while wearing a skull mask, black doctor's garb, and bunny slippers...and has completely turned around the fortunes of everyone he has worked for, usually while helping them realize the hidden potential they had all the long.
* CainAndAbel: Relatively speaking, he's the benevolent Abel to the Investors' collective manipulative and self-serving Cain, though he's the one who kills them.
* CharacterDevelopment: One his superpowers is to ''cause this'' in his clients. He turns the Monarch's organization around in almost no time while reuniting him with Dr. Girlfriend. He solves all of Rusty's problems by turning him into a supervillain, and, though Rusty ultimately can't go through with it, does give him a much-needed HeelRealization that resonates throughout the rest of the series. He turns the Revenge Society from a rag-tag group into genuine competition for the Guild. Finally, he saves the Guild from Sovereign's corruption and the Investors' influence, helping it grow beyong its hidebound and ossified "old fashioned" ways.
* TheChessmaster: Of all the factions manipulating one another during "All This and Gargantua-2", he comes out on top with his top competition (The Sovereign, the Investors) killed off.
* CombatPragmatist: During "All This and Gargantua-2", while he and the last Investor are having their epic lightsaber battle, the Monarch and the Guild Resistance pop in, revealing that they were simply having a BattleInTheCenterOfTheMind. When the Investor becomes distracted by the intruders, Killinger stabs him with his Umbrella in the physical world.
* DressedToHeal: Besides his bunny slippers and skull half-mask, he wears a black doctor's uniform, complete with a stethoscope, the medical bag he keeps handcuffed to him, and [[RedAndBlackAndEvilAllOver red highlighting]]. Oddly enough, he actually gets closer to fulfilling this trope without edging into DeadlyDoctor territory (beyond aesthetics) given the psychological help he gives to all of his clients.
* EvilChancellor: Inverted. Despite being an advisor to villainous clients, Killinger only operates to ''improve'' the lives of those he is charged with rather than undermine their every move.
* EvilMentor: Tries to be one toward Rusty in "The Doctor is Sin", though he's more [[AntiVillain benevolent]] than most examples. (His teaching doesn't take, but it does give Rusty a much-needed HeelRealization.) In a twist on this trope, he's not so much a mentor that turns people evil and more simply a mentor to evil people (The Monarch, Phantom Limb, etc.) The fact that Rusty attracted his attention says a lot more about ''[[NominalHero RUSTY'S character]]'' than it does Killinger's.
* HumanoidAbomination: A benevolent one, in contrast to his siblings, the Investors. Exactly what they are is never made clear, but they have powers and implements far beyond any normal human in the series.
* HypercompetentSidekick: He works wonders for the lives of those he helps, though his true calling is to make them realize just how far ''they'' can go without him.
* InexplicablyAwesome: He can do [[TheAce practically anything]] with no backstory or rational explanation for it. It make sense when it's later revealed that he and the Investors are of the same order of being, but there is still no clarity about how or why any of them do what they do.
* {{Leitmotif}}: Has a rather ominious one that plays each time he first appears/introduces himself in given episode.
* MagicalGuardian: For the people he assists, doubling with EvilMentor (though he himself isn't evil, he tends to mentor villains) and HypercompetentSidekick (helping his clients to realize and earn what they desire rather than just handing it to them). Nothing seen in the series even phases him and he doesn't allow anything to threaten his clients.
* NighInvulnerable: Perhaps the strongest example in the series. He completely {{No Sell}}s Orpheus' magic and later kills all three Investors at once without a scratch.
* NoSell: He is completely unphased by Orpheus' magic, even causing it to backfire on Orpheus who suffers a PsychicNosebleed from their encounter.
* NoCelebritiesWereHarmed: Zig-zagged. His mention of working for UsefulNotes/RichardNixon implies that he may actually ''be'' this universe's UsefulNotes/HenryKissinger, not merely based on him. Given that Killinger only works for villains (or morally questionable protagonists who he thinks could become villains), this says a lot about Nixon, as well.
* PhysicalGod: Given his relation to the Investors and them being named after the other Greco-Roman gods of the winds, he may in fact be Apeliotes, the of the southeast wind.
* ParasolParachute: Like [[Film/MaryPoppins a certain English nanny]] who also greatly improves the lives of her clients, he can use his umbrella to fly while it also serves as a conduit for his more supernatural abilities a la [[Franchise/HarryPotter Hagrid]]. This may also be so people aren't put off by him in the same way they are with ultra-creepy Investors.
* RedAndBlackAndEvilAllOver: Zig-zagged. He does wear a lot of red and black, and he does serve as a mentor to villains, but he himself is so anti-villainous and affable that he barely qualifies as "evil."
* ScrewThisImOuttaHere: Very politely leaves The Monarch and Dr. Girlfriend to fend for themselves when Phantom Limb attacks the Flying Cocoon during their wedding in the second season finale.
* SheepInSheepsClothing: Downplayed. Killinger helping the Monarch and Rusty leads to others suspecting he has some ulterior motive or is planning a double cross. In both cases, he is helping with no strings attached. However, in Rusty's case, Killinger did still murder union leaders who were causing Rusty trouble and nearly set Rusty up to arch his brother. Even then, when Rusty rejects the idea, Killinger accepts his decision. Killinger is willing to kill to help his clients, but only if it is people his clients want dead in the first place.
* ShoutOut: He draws heavy inspiration from {{Mephistopheles}} in [[Myth/{{Faust}} Faustian myth]], especially in his "The Doctor is Sin" appearance where he stays by Rusty's side as a guide and chaperone. Orpheus outright references the similarity. Ironially, while ''Faust'' is the TropeCodifier for DealWithTheDevil, it's Killinger's "brothers", the Investors, who indulge in that trope while Killinger himself is much more anti-villianous.
-->'''Orpheus''': [Killinger's] is the way of the serpent and the apple!
* SmallRoleBigImpact: Has only had three major appearances to date (with a few bit appearances in other episodes,) but has made a significant impact on the Venture universe in each. He helps to rebuild the Monarch's organization and reunite him with Dr. Girlfriend in "I Know Why the Caged Bird Kils", setting Monarch down the path of becoming a NotSoHarmlessVillain, and gives Rusty Venture a much needed HeelRealization in "The Doctor is Sin", which eventually helped to bring out more of Rusty's [[JerkassWithAHeartOfGold heart of gold]] tendencies. These pale, however, in comparison to his third (and final) appearance in "All This and Gargantua-2", where he slays the Investors and reforms the Guild of Calamitous Intent after the Sovereign's defeat.
* TricksterMentor: Another inversion. While he is astoundingly good at managing and organizing supervillain operations, his actions ultimately lead his clients to realize something about themselves but is usually a truth they've either pushed aside or were unaware of. All a part of the growing process Killinger employs as a life coach.
* WeaksauceWeakness: Sometimes when he flies away, his umbrella gets stuck.
--> '''Dr. Killinger''': My umbrella is caught on something... I require assistance.
* WhiteSheep: [[DownplayedTrope Downplayed]] as he is more of a ''much'' "lighter shade of grey" sheep compared to the Investors, who are considered his "brothers". While the rest of the Investors' ''modus operandi'' revolves around ''giving'' what their clients want but taking a [[DealWithTheDevil Faustian bargain as their price]], Killinger doesn't name a price, but instead makes his clients ''earn'' what they desire most, in order to help them make important realizations about themselves.
[[/folder]]
[[folder:Watch and Ward]]
!!Watch and Ward
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/watch_and_ward_3134.jpg]]
->'''Voiced by''': Christopher [=McCulloch=] (Watch) and Doc Hammer (Ward)
-> ''"Should you ever have any issues with our service, please feel free to call our helpful Hate-Line."''
High-ranking Guild dispatch (Watch) and communications (Ward) officers, who report directly to the Sovereign. They're fairly good at their jobs, when not distracted by inconsequential matters or having off-topic conversations.
----
* AffablyEvil: Both are incredibly polite and professional when interacting with those who need their services and neither is seen doing anything "evil" directly, just supporting the Guild.
* AmbiguouslyBi: Watch. When Shore Leave and Al are trying to set the record straight on what kind of a sex act the "Rusty Venture" is, they call up Col. Gentleman and Watch. The first three are all canonically attracted to men, so it's probable that Watch is as well. He is also attracted to women though, as he also finds Kimberly [=McManus=] hot.
* AuthorAvatar: Their conversations are often taken from actual conversations between Jackson and Doc. Unlike most of the other ThoseTwoGuys {{Author Avatar}}s in the series (Billy and Pete, 21 and 24), their physical resemblance is based on their voicing creator as well, including facial structure with both Doc and Ward being blonde, as well.
* BumblingHenchmenDuo: Downplayed in that they're actually pretty effective whenever performing their Guild duties, but their constant bickering and {{Seinfeldian Conversation}}s make things more challenging.
* CrouchingMoronHiddenBadass: They're quite idiotic and can sometimes make you wonder how they even became high-ranking officers in the Guild, but "All This For Gargantua-2" shows that they are fairly competent and smart, leading the Guild Resistance, saving a few members of the Council of 13, and helping to thwart the Sovereign's plan.
* GogglesDoSomethingUnusual: They've each had one eye removed and wear a belt-strapped goggle over the socket that feeds information, including emails, directly into their brains. They also, apparently, "never stop itching".
* HeterosexualLifePartners: They spend all of their time together, finish each other's sentences, and genuinely seem to like one another. Note that Watch being AmbiguouslyBi doesn't preclude them from fitting this trope, as they don't appear to be in an actual romantic relationship.
* IdiotBall: Failed to notice Phantom Limb's escape from Guild HQ, due to Watch having a bug clinging to his back.
-->'''Watch''': Aah! It's one of those ones that flies!
* LaResistance: They help form the "Guild Resistance" against the increasingly murderous Sovereign in "All This and Gargantua-2".
* NewJobAsThePlotDemands: While officially the Guild dispatch and communications officers, they get involved pretty much any time the inner-working bureacracy of the Guild is shown in whatever role they are needed. They "star" in the cheesy Guild video sent to "protagonists" once they've been selected for an arch, give tours to villains through Guild HQ, range from being at the personal beckon of the Sovereign to not even qualified to sit at the "big table" with the Blue Morpho Task Force... Their actual role varies wildly.
* PaperThinDisguise: They dress up as decoy Hank and Dean during the Guild/O.S.I. joint sting operation to catch the Blue Morpho and don't even come close to passing.
* PunchClockVillain: Almost to the point of MinionWithAnFInEvil in places. You'd have a very hard time naming any point where they actually did something evil, primarily just supporting Guild operations so others can perform evil.
* SuspiciouslySimilarSubstitute: To henchmen 21 and 24, being somewhat bumbling {{Author Avatar}}s of the creators who engage in {{Seinfeldian Conversation}}s while gaining greater prominence in the mid-later seasons after 24's death.
* ThemeNaming: They take their names from the archaic expression "watch and ward", meaning a guard's total commitment to his duty, and the New England Watch and Ward Society, an old-money organization dedicated to harshly monitoring and censoring printed and spoken material in the city of Boston. Both are quite fitting for a pair of guys that work as security, comms technicians, hatchet men, and fixers.
* VillainousLineage: Watch's father was also a villain and Watch claims in "Fallen Arches" that Jonas Venture Sr. "stole [my father's] leg".
* VillainRespect: They both hold Jonas Venture Sr. in high regard as the model "protagonist". Ward outright claims that Jonas Sr. is the reason he "got into this business".
[[/folder]]
[[folder:Sirena Ong]]
!!Sirena Ong
[[quoteright:268:https://static.tvtropes.org/pmwiki/pub/images/sirenahank.png]]
->'''Voiced by''': Creator/CristinMilioti
->''"[scoff] I grew up around 9's and 10's [EMA-level villains]. Those guys are like -3's."''
Wide Wale's daughter and Hank's love interest. She attends Stuyvesant University where she is classmates with Dean.
----
* BrooklynRage: She's got the accent and the temper, not hesitating to lash out with full force at her dad and his minions for for interfering with her life. However, to everyone else, she's pretty nice, if rather foul-mouthed.
* DatingWhatDaddyHates: Subverted by dating Hank. Given that her father is a high-level supervillain and she "grew up around" Guild affairs, it seems like this trope is in play and Hank even brings it up directly. She says that it's not the case and that she genuinely likes Hank, is enjoying their date, and [[SingleWomanSeeksGoodMan is more interested in nice guys who want to get to know her]] rather than jerks who just want to "get her drunk and mess around".
* AFamilyAffair: Sleeps with Dean while dating Hank.
* LasciviousBeautyMark: Has one on her right cheek and is acknowledged in-universe as being attractive, flirty, and sexually forward. She apparently has quite a few exes and hooks up with both Venture brothers.
* LockedOutOfTheLoop: Downplayed in that her father ''tries'' to keep her unaware of certain parts of his life, ostensibly for her protection. However, she pretty clearly recognizes that he's a supervillain and even understands the Guild's [[PowerLevel "Equally Matched Aggression" level scale]]. This can also reach comically unnecessary levels, like when her dad didn't even tell her she had an uncle.
* MafiaPrincess: To Wide Wale's TheDon. With his mafia schtick, Wide Wale keeps Sirena mostly locked away in their penthouse "for her protection". She's aware of her dad's activities and is pissed about how they interfere with her life.
* MeaningfulName: "Sirena", from the Sirens of Greek mythology. Due to her father's super-science accident, she inherited the ability to breath underwater and needs to get her skin wet every six hours, traits reminscent of mermaids. While the actual Greek tales don't give detailed descriptions of the Sirens, later fiction often portrays them as having mermaid-like traits, just like Sirena. Interestingly, Sirens are famous for tempting sailors to their deaths thanks to their beautiful voices. [[VocalDissonance Sirena's voice]], with her [[BrooklynRage harsh Brooklyn accent and foul mouth]], is easily the most abrasive part about her. [[DudeMagnet She's still popular with the guys]].
* NiceGirl: She's nothing but nice and pleasant with the Ventures, as well as her uncle Douglas. The further removed from her father's smothering parenting, the nicer she seems to get.
* NotSoAboveItAll: She found Hank's attempts to impress her (staging muggings, fake paparazzi, taking her to a ninja-themed restaurant) rather charming, if a bit childish.
-->'''Sirena''': Four different albinos held us up! It's cute.
* OurMermaidsAreDifferent: As her father used super-science to infuse himself with the DNA of sea creatures, Sirena herself hasn't escaped the super-science transformation into a part-aquatic creature. She possesses gills and apparently has to get her skin wet every six hours. Although she insists she's "not a friggin' mermaid".
* RescueIntroduction: Subverted in that Hank ''attempts'' this when he sees her apparently drowning in her pool. However, she actually has gills and is perfectly fine. She still notices him and recognizes him later, leading to them actually dating.
* SeenItAll:
** Hank apparently told her off-screen that both he and Dean are clones. She took it in stride.
** The Monarch's attempted arching of her college professor Victor von Helping annoys her more than anything, even as 21 has his wrist blade to her neck. As she later explains to Dean, she grew up around much higher leveled villains who make the Monarch seem like a joke.
* SingleWomanSeeksGoodMan: It's played as an inversion of AllGirlsWantBadBoys, since Sirena's a "bad girl" who's only dated good guys like Hank and previously Brown Widow (although, likely, she didn't know of his super alter-ego). Hank believes that she's only into him to piss off her father, but Sirena tells him that she is having fun on their date. When Hank starts becoming too fixated on their relationship in season seven and starts smothering her, she ends up cheating on him with his equally good-natured if more reserved brother, Dean.
-->'''Sirena''': I'm used to guys just trying to get me drunk and then mess around!
* StarCrossedLovers: Sirena is dating Hank while her father is the Guild-sanctioned archenemy of Hank's father.
* SuspiciouslySimilarSubstitute: For Triana Orpheus as a Venture brother love interest and is the only other woman in the show besides Triana to give Dean an erection. Rather appropriately in a dark sense, Sirena winds up cheating on Hank with Dean in season seven after she grows weary of Hank's growing clinginess.
[[/folder]]
[[folder:Rocco]]
!!Rocco
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/venture_bros_it_happening_one_night_02.png]]
->'''Voiced by''': Mark Gagliardi
Wide Wale's top henchman who is a big Guido stereotype with an overprotective (bordering on inappropriate) nature regarding Sirena.
----
* BodyguardCrush: He seems a little ''too'' interested in Sirena at times, even apparently having her bras memorized.
-->'''Sirena''': What are you, going through my underwear drawer!?
* {{Cloudcuckoolander}}: He's an awkward MomentKiller prone to interrupting those around him with non-sequiturs and other poorly timed and thought-out commentary. When he has the Blue Morpho captured and beaten, he wants to play ''[[MadLibsDialogue Mad Libs]]'' with him.
* CompositeCharacter: He's a mixture of Brock's competence in combat and Sgt. Hatred's gun-totting immature goofiness.
* TheDragon: Wide Wale's #2 and most seen associate.
* EnemyMine: When Hank and Sirena sneak off for their date, he teams up with Brock to find them. They actually get along and show some begrudging respect toward one another.
* {{Joisey}}: He's an over-the-top Guido stereotype with the requisite accent.
* OffscreenMomentOfAwesome: He easily captures Sheila during the season seven two-part premiere after she takes out three other henchmen.
* PoweredArmor: The "whale lice" costume he wears is a "power suit". Brock notes it and calls him a "pussy" during their fight.
* RetractableWeapon: Wields an electrified retractable harpoon as his primary weapon.
* TheWorfEffect: He's the top henchman of a level 10 villain and he ably demonstrates this fact by not only fighting but surviving against ''Brock'', who is such a recognized MookHorrorShow that henchman will willingly commit suicide rather than be killed by him.
[[/folder]]
[[folder:[=S-464=]]]
!!S-464
->'''Voiced by''': James Adomian
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/guild_sniper.jpg]]
A Guild Stranger who is revealed to be a mole for the Guild's Canadian rivals, the Peril Partnership. He forms a relationship with an O.S.I. agent and is convinced by the Guild to serve as a double agent. He has a plastic dome on his head with tubes coming out of it.
----
* BrainInAJar: A downplayed version as he still has most of his body, but the top of his head has been replaced by a transparent plastic dome with tubes coming out of it. You can see his brain through it. Exactly why this was done or what advantages it confers is never revealed.
* ColdSniper: He's armed with a sniper rifle during the joint Guild/O.S.I. sting to capture the Blue Morpho (where he first meets Kimberly) and, due to the procedures performed on him, has very limited emotion, making him seem cold and aloof.
* DatingCatwoman: He's the "Catwoman" as he forms a relationship with O.S.I. Agent Kimberly [=McManus=].
* LaserGuidedAmnesia: After stealing a weather machine from the Guild to get Kimberly's attention, the Guild decides enough is enough and blanks his memory of her. This isn't revealed until after the O.S.I. has already agreed to a PrisonerExchange for him.
* TheMole: He's acting a mole for the Guild's Canadian rivals, the Peril Partnership. After some threats from Dr. Mrs. The Monarch, he agrees to act as a double agent for the Guild if they help him get his girlfriend back.
* PetTheDog: Despite being an EliteMook for a guild of supervillains, he has a pet dog that he's fond of and asks that the dog not be shot.
* PrisonerExchange: After stealing a Guild weather machine to get Kimberly's attention in "The Forecast Manufacturer", the Guild agrees to swap him to the O.S.I. in exchange for a Guild villain they're holding. They don't reveal that they've wiped [=S-464=]'s memory until after the exchange has taken place, much to Kimberly's dismay.
* PunchClockVillain: He's a pretty nice guy whose job consists of being a mook for an evil organization.
* StarCrossedLovers: In love with an O.S.I. agent named Kimberly.
* TinMan: He claims that due to the procedures performed on him, he can't feel sadness, saying you could shoot his dog in front of him and he wouldn't cry. Then he asks the person he's talking to not to shoot Billy because "he's a good boy." He also shows a lot of fear when Dr. Mrs. The Monarch gives him a ToThePain threat.
* YouAreNumberSix: Only referred to by his Stranger identification.
[[/folder]]
----
Characters from ''WesternAnimation/TheVentureBrothers''. This page is for leaders, members, and associates of the Guild of Calamitous Intent.
!!Due to the sheer number of [[WalkingSpoiler Walking]] and {{Late Arrival Spoiler}}s (including some characters' placement and, in a few cases, their very ''name''), '''[[Administrivia/SpoilersOff Spoilers Are Off]]''' for these pages. You have been warned.
----
[[foldercontrol]]
[[folder:The Guild in General]]
!!The Guild of Calamitous Intent
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/screen_shot_2022_05_07_at_113038_am.png]]
--> ''Hate you can trust.''
A union and governing body for the world's supervillains, the Guild of Calamitous Intent enforces strict rules and regulations on its membership, matching them with appropriately "arches" to limit casualties on either side, while providing a relatively safe means to exercise their villainy. Historically, they've been led by a chief villain designated "The Sovereign" who is served by a Council of 13.
----
* ThirteenIsUnlucky: Invoked with their ruling body, the Council of 13, specifically for the number's connotations of being unlucky since it's associated with a guild of ''villains''. As it turns out, this was something instituted by the latest Sovereign and the actual bylaws don't specify a required number. Considering the most recent Sovereign was TheStarscream, prone to ChronicBackstabbingDisorder, and happy to betray the entire Guild to get out of a DealWithTheDevil, the number's connotation remains meaningful.
* AffablyEvil: The vast majority of Guild members seen, including leadership, are rather friendly and tend to treat arching as a sort of "[[PunchClockVillain day job]]" while genuinely enjoying hanging out with each other "outside of work". (The Monarch with his genuine hatred for Dr. Venture comes across as a full blown outlier, and even he will still attend Guild parties and functions.) It is important to remember not to piss them off, however, as these guys ''are'' still supervillains.
* AnimalAssassin: As seen in season seven, they have an entire department dedicated to training these for villains to use. (In that case, however, they've escaped and apparently killed their handler.)
* ApeShallNeverKillApe: One of the Guild's most sacred rules is that a villain can't kill another villain. It's highly logical, given that the Guild is essentially a union for villains and having their members killing each other would be bad for business. When one villain does need to go after another, it's usually done quietly (like Phantom Limb and Brock's team-up against the Monarch in "Hate Floats") or in blatant disregard of Guild rules (like Phantom Limb's attack on the Monarch's wedding in "Showdown at Cremation Creek").
* ArchEnemy: They are responsible for officially assigning "sanctioned" arches to their membership. As the Monarch finds out repeatedly to his frustration, a genuine hatred for your arch enemy is not a requirement.
* BewareTheSillyOnes: The Guild is the organizational embodiment of this. As Brock notes, take away the spandex and rules keeping everything in check, and you have a group of super-rich nutjobs with death rays and private armies at their command. The O.S.I. and "protagonists" they protect go along with the "cat and also cat" game because it's ''less'' destructive than letting the villains run amok.
* BigBadDuumvirate: After the death of the Sovereign in "All This and Gargantua-2", the remaining Council of 13 members fill the Guild power vacuum in this fashion. The council was previously secondary to the Sovereign.
* BondVillainStupidity: Something they {{Enforce|dTrope}} on their members. Just outright executing their arches is highly frowned upon (as the Monarch learns during season three while antagonizing "arches" other than Dr. Venture), but if you can kill them with convoluted {{Death Trap}}s and classically {{Evil Plan}}s? That's perfectly fine, since the "protagonists" have a chance to fight back. And it all needs to happen within the bounds of "[[PowerLevels equally matched aggression]]". If they don't, for example, use guns, then neither can you. (This is why the Monarch's henchmen are armed with dart guns when, at least early in the series, he could afford something much stronger.) However, [[JokerImmunity Heroes also have to adhere to this]] if they don't want to piss off the Guild, which is described as a powder keg of psychos who like playing these games but have access to far, ''far'' worse.
* BribingYourWayToVictory: The Guild collects "dues" from members to fund itself just like a union and is stated to also take generous cuts from the crimes of its affiliated villains, with various incentives put in place to encourage its members to earn more for them.
* CardCarryingVillain: ZigZagged. The Guild is a WeirdTradeUnion[=/=]NebulousEvilOrganization for supervillains that might otherwise wreak havoc on a whim, but it resents its members being referred to as "villains" by the O.S.I., preferring the term "antagonist." Internally, however, they embrace the label and generally encourage villainous behavior among their members, [[PragmaticVillainy within reason]]. They also usually act [[AffablyEvil genuinely chummy]] with each other (and sometimes even their "protagonists") while "[[PunchClockVillain off the clock]]".
* ChronicBackstabbingDisorder: Zig-zagged. The Guild has laws against villains outright murdering other villains as the retaliations and infighting would cripple the organization. But non-lethal methods of backstabbing, such as legal trickery, frame jobs, and exploiting loopholes within the system are not only allowed but ''encouraged'' among members.
* ContractualGenreBlindness: Simultanteously [[EnforcedTrope enforced]] and inverted. For the most part, the Guild literally ''requires'' this from their villains. They operate in a very bureaucratic manner and thus have various codes and guidelines on how villains must act that closely follow classic cliches and VillainTropes. For example, [[WhyDontYouJustShootHim walking up and just shooting your arch]] is heavily frowned upon. However, if you stick him in a classic DeathTrap and he fails to escape, you're off the hook (and even gain some renown in the villain world).On the other hand, they expect their heroic counterparts to act in good faith, and when a protagonist oversteps, the retribution can be quite brutal.
* DrugsAreBad: One of the conditions in the deals they've made with various government agencies is that their members are not allowed to deal in illegal narcotics. When Dr. Z is arrested in Singapore for possession of cocaine, the rest of the Guild leaves him to escape prison on his own due to the nature of the crime he was arrested for.
* EliteMooks: The "Strangers" are the Guild's equivalent of an individual villain's {{Mook|s}} henchmen and are far more effective. Even Brock admits that they "may not make it out this time" when he realizes he's up against them rather than usual henchmen rabble. He still kills plenty throughout the series, though.
* EnemyCivilWar: During "All This and Gargantua-2", the Sovereign kills most of the council and enacts a plan to destroy the Gargantua-2 space station, hoping to kill the Investors before they can collect on his [[DealWithTheDevil deal with them]] while leaving the Guild to foot the blame. The remnants of the Council and other "[[LaResistance Guild Resistance]]" fight him to stop him. Recovering from this is one of the main plot points of the Guild in seasons six and seven.
* EqualOpportunityEvil: The Guild is open to seemingly anyone interested in being a villain. Men and women are seen throughout it's ranks, it includes people of color (and "[[AmazingTechnicolorPopulation people of color]]"), and is particularly open to victims of ForScience gone awry who are now AmbiguouslyHuman at best. Given the flashback to Dr. Mrs. the Monarch's failed solo career in "Shadowman 9" and the rather sexist alternatives offered by the Guild, it may be Downplayed for female villains, further supported by there only being one woman on the initial Council of 13.
* EvenEvilHasStandards: Enforced by the Guild on its membership. They have numerous bylaws dictating the treatment of prisoners (notably "Rusty's Law", which forces villains to release hostages who have untreated injuries), as well as requiring the release of prisoners when a ransom has been paid "in good faith", and enforces things like ContractualGenreBlindness so that villains can't just [[WhyDontYouJustShootHim walk right up and execute]] their "arches". It's less about having actual "standards" and more in place to avoid outright war with the O.S.I., who is willing to play along with the Guild's "cops and robbers" game to keep them from doing far worse.
* EvilPowerVacuum: The deaths of the Sovereign, most of the old Council of 13, and the Investors effectively cripple the Guild, forcing it to regroup and make concessions to certain key members (like Wide Wale) to avoid fracturing entirely while also letting [[RenegadeSplinterFaction the Peril Partnership]] think that they can muscle in on the Guild's turf. Getting past this is the main focus of Dr. Mrs. the Monarch's season 6 and 7's plotlines.
* TheFettered: The Guild and its villains could be ''far'' more destructive than they currently are, but have put rules in place restricting what they're allowed to do while "arching" to avoid an EscalatingWar with the O.S.I.
* InsistentTerminology: The Guild prefers the terms "Antagonist" and "Protagonist" over "Villains" and "Heroes", or "bad guys" and "good guys", respectively. They will call ''themselves'' villains without concern, but chastise any outsiders who do it.
* InterserviceRivalry:
** After a long, bloody history with the O.S.I., they and the Guild eventually worked out a begrudging peace between them, having agreed to a long series of interagency agreements and amendments to control the classic narrative of "protagonist vs. antagonist" between their members, thus organizing the havoc and mayhem their antics cause into a controlled system.
** In "[[Recap/TheVentureBrosS7E3ArrearsInScience Arrears of Science]]", it is revealed that the Guild framed fellow supervillain organization SPHINX for the "death" of Jonas Venture so that O.S.I. would step in and eliminate them, thus leaving the Guild with a monopoly on villainous activity.
* ALighterShadeOfBlack: A big reason why the O.S.I. tolerates them is that the Guild puts [[ContractualGenreBlindness careful restrictions]] on supervillainy and cracks down hard on rulebreakers. Without the Guild, the world would be left with a bunch of aimless lunatics running around in laser-eyed octopus tanks wreaking havoc.
* MilkmanConspiracy: Inverted. The villainous version of the Guild was "founded" by Fantomas when he kidnapped and imprisoned (and sometimes faked the demises of) various musicians to fulfill his mad dream of fronting a "rock and roll orchestra" with his sousaphone. From there, the likes of Dragoon and Red Mantle stuck around and used their newfound anonymity as dead men and Fantomas' leftover resources to form a supervillain criminal cabal.
* {{Mooks}}: The Guild maintains "Blackout" teams of assassins who also act as guards or muscle. While [[EliteMooks more effective]] than the [[CannonFodder regular henchman]] of say, the Monarch, they still tend to die fairly easily.
-->'''Dragoon''': Dangerous idiots. They don't even make minimum wage.
* MyRulesAreNotYourRules: Naturally, their system is heavily biased towards the prosperity and protection of villains. For example, the Monarch gets away with killing several of the "super-scientist" arches the Guild tried to set him up with (while Rusty was assigned to Sgt. Hatred) and gets nothing more than a slap on the wrist.
* NebulousEvilOrganization: They are essentially a WeirdTradeUnion organization for super villains. They encourage their membership to "arch" heroes, steal, and murder... [[TheFettered within the bounds of their strict rules]] to keep things from going too far. It's important to remember, for as ridiculous as they are, they are still a dangerous criminal organization.
* NoDelaysForTheWicked: Subverted and Deconstructed. The Guild of Calamitous Intent's [[ObstructiveBureaucrat labyrinthine rules]] for "arching" are designed to reign in the villains under their purview. New members aren't allowed to select their own arches (unless you [[ScrewTheRulesIHaveMoney bribe them]]), there is endless red tape and "hoops to jump through" for villains trying to move around in the Guild ranks, and their leadership is so hidebound that they follow their rules to a self-destructive "tee". The Monarch constantly bristles at the rules and lampshades how nonsensical much of it is. Come the "All This and Gargantua-2" pre-season six special, Dr. Killinger recognizes these flaws and, through a complex GambitPileup, clears out much of the old leadership and paves the way for a renewed Guild with fresh leadership... while [[YankTheDogsChain still preventing the Monarch from rising in the ranks or getting to officially arch Rusty]].
* NotSoHarmlessVillain: As a whole, the Guild is made up of costumed supervillains running around "arching" assorted heroes, which the O.S.I tolerates because the Guild puts strict rules on what the villains can actually do. Without an outlet for them to do so, they would be a bunch of pissed-off nutjobs with superpowers, exotic weapons, and henchmen armies with no compunction against causing massive collateral damage. Even despite being played for laughs in later seasons, they are still shown to be ''highly'' competent. Examples include having a high-ranked mole within the O.S.I before they were well known; having a super-majority stake in villainy before season six; and manipulating the O.S.I. into believing SPHINX was responsible for the Movie Night Massacre, effectively eliminating their main competition cleanly while removing blame from them.
* TheOmniscientCouncilOfVagueness: The Council of 13, which for the first five seasons (and implied to be for decades prior) serves as a council to the Guild-leading Sovereign. They can somehow produce video of nearly any event dating back to at least as far as the Monarch's henchman days. After the Sovereign is killed in "All This and Gargantua-2", the Council, with significant new membership, takes over as Guild leaders. They downplay the trope by this point however, coming across as much less "omniscient" and less "vague", even appearing in person before their assembled membership at several meetings.
* TheOrder: The Guild adopts the trappings of a chivalric order as part of its mystique, including the presence of a "sovereign" at least until "All This and Gargantua-2", robes, and swords in their rituals. They generally embrace more antiquated aesthetics in contrast to the futuristic military aesthetic of the O.S.I. They also trace their origin back to Late Antiquity, claiming the real-life Gothic warlords [[https://en.wikipedia.org/wiki/Alatheus_and_Saphrax Saphrax and Alatheus]] as the first supervillain and first henchman, respectively, while the modern Guild itself has existed since at least the Victorian Era.
* PowerLevel: Guild Members are measured on an "Equally Matched Aggression" ranking system -- a "1-10" scale that serves as a rough estimate of their threat level (a combination of personal threat and resources at their disposal) as well as aggression (meaning dangerous but inactive figures can get lower rankings) and is meant to ensure that villains find a nemesis of equal footing and don't get themselves or their enemies killed in a one-sided battle. Even then the system can be easily gamed by either [[AlmightyJanitor dangerous individuals deliberately avoiding conflict to lower their ranking]] or less dangerous ones simply doing menial jobs (like tutoring other villains) and/or bribing the Guild to move up.
* PragmaticVillainy: They are a dangerous organization of supervillains but every one of their regulations is a compromise with the O.S.I. so they can keep committing evil, and at the same time keep their members safe, without the risk of escalating aggression into an all-out war.
* PunchClockVillain: Given the nature of the Guild, it operates less like a LegionOfDoom out for world conquest and more like a business providing for super-criminals in an international cops-and-robbers game, working with O.S.I. to keep the classic "heroes vs. villains" narrative balanced and safe for the participants (or at least as safe as such a life can be).
* RapeIsASpecialKindOfEvil: One of the forms of protection that the Guild supposedly guarantees to those who fight their members is that villains affiliated with them will not engage in untoward sexual behavior to heroes they have at their mercy. Subverted in that Sgt. Hatred managed to get away with touching Hank and Dean inappropriately after he got them drunk from a bit of wine, in addition to being a well-known pedophile by the O.S.I. ''and'' the Guild. King Gorilla was also a known rapist ''before'' prison, but remains in standing with the Guild. It seems the Guild will prevent rape between villain and hero, but don't care about civilians unless it publicly embarrasses the brand.
* SuperRegistrationAct: They function as a version of this for supervillains. They frown upon "unsanctioned" villains and are known to either try to recruit them, or have them killed. This is in large part [[PragmaticVillainy pragmatic]] on the part of the Guild, as members pay dues and are obligated to follow Guild regulations to avoid the wrath of the O.S.I., which unregistered villains are not. There are a few other such organizations as well (like the Canadian-based Peril Partnership) but the Guild doesn't have much respect for them.
* TechnicalEuphemism: The members of the Guild of Calamitous Intent hate the terms "good guy" and "bad guy", and would rather say "protagonist" and "antagonist" instead. (Still, they have no issue with calling themselves "villains" and most even [[CardCarryingVillain take pride in that fact]]).
* ThouShaltNotKill: [[DownplayedTrope Downplayed]] in that the Guild discourages their villains from outright killing their assigned "arches", but even when they do, punishment amounts to little more than a slap on the wrist. (The Monarch, for example, killing five straight non-Rusty arches during season three just gets him chewed out.) They are also strongly against villains killing other villains, which is more pragmatic than anything as, being essentially a union for villains, members killing other members only hurts the organization.
* UnionsSuck: Throughout the series, the Guild is a WeirdTradeUnion for supervillains. As one might expect from a villainous union, they are not depicted in a flattering light. There's corruption (Guild members [[ScrewTheRulesIHaveMoney taking bribes to bend its rules]], falsifying the details of a "protagonist" death in order to live off of "[[InsuranceFraud arching insurance]]"), power struggles (the current Sovereign got the position by performing a KlingonPromotion, then Phantom Limb tries to pull TheStarscream on him), an ossified and hidebound power structure (the [[OmniscientCouncilOfVagueness Council of 13]] hasn't added a new member in decades, meaning they're all old and out of touch), and loads of [[ObstructiveBureaucrat bureaucratic red tape]] that chafes the villains, especially the Monarch, preventing them from "arching" who they want.
* VillainDecay: In the first season, Brock describes the Guild as quick, efficient, and no-nonsense. He famously calls them "the only organization [he] still respects". As we see more of the Guild's operations and leadership in the following seasons, it is shown to be almost comically incapable and filled with red tape (though the individual villains themselves can still be very dangerous). The Council of 13 bickers amongst themselves about everything, the red tape proves to be even worse than initially thought, and even their shape-shifting leader can't keep his (assumed) identity secret from his minions. There are implications during "All This and Gargantua-2" and the following seasons that the Sovereign was somewhat intentionally guiding the Guild to fall apart to get out of his [[DealWithTheDevil deal with the Investors]]. Several mentions are made by characters of "Sovereign-era shenanigans" like insurance fraud and important documents going missing aiding in the deterioration.
* WeirdTradeUnion: While superficially wearing the trappings of a NebulousEvilOrganization, in practice, the Guild is simply one of these for supervillains and their henchmen. They pay "dues", the Guild enforces rules so that the villains aren't killing each other or encroaching on each other's territory, they negotiate with the "protagonist" O.S.I. to set these rules... all traits of real-life unions.
[[/folder]]
[[folder:Original Incarnation]]
!!The Original Guild
[[quoteright:244:https://static.tvtropes.org/pmwiki/pub/images/oldguild.jpg]]
[[caption-width-right:244:Some members of the original Guild. From left to right: Creator/AleisterCrowley, Eugen Sandow, Col. Lloyd Venture, [[Creator/MarkTwain Samuel Clemens]], Literature/{{Fantomas}}, Creator/OscarWilde]]
The Guild of Calamitous Intent was not always such. It was originally an organization of Victorian-era geniuses headed by Col. Lloyd Venture. It was Fantômas who ultimately twisted the Guild into what it is today.
----
* AncientConspiracy: The members were apparently charged with adding their "genius" to and protecting the ORB, a device of unknown power or fuction, which goes back to at least Archimedes.
* AppropriatedAppellation: The modern name of the Guild was appropriated from a statement made by Oscar Wilde urging that the Guild resist becoming power-hungry and evil.
-->'''Oscar Wilde''': For shame! This guild was founded to protect and serve humanity's best. Not to be a guild of... ''calamitous intent''.
* BecameTheirOwnAntithesis: Fantômas usurped the Guild leadership and remade it into the villainous organization. He also [[AppropriatedAppellation ironically renamed it]] after a statement Oscar Wilde made decrying the path the guild was on.
* BeenThereShapedHistory: Lloyd Venture was the actual first man on the moon, getting there in ''1902''.
* FamousAncestor: Lloyd Venture is the is grandfather of Jonas Venture Sr., his lineage going through Rusty to Hank and Dean.
* GenerationXerox: The original Guild membership mirrors that of the current cast. Lloyd Venture and bodyguard Eugen Sandow show that the O.S.I. has constantly had a Venture protected by one of their ranks as a bodyguard. Steven Rattazzi uses his same voice for Dr. Orpheus as he does for Crowley. And Fantômas is explicitly stated to be Phantom Limb's grandfather
* HistoricalDomainCharacter: Aside from Colonel Venture, other members of the guild include occultist Creator/AleisterCrowley, authors [[Creator/MarkTwain Samuel Clemens]] and Creator/OscarWilde, and Col. Venture's bodyguard is "Father of Bodybuilding" [[https://en.wikipedia.org/wiki/Eugen_Sandow Eugen Sandow]]. Their rivals include inventor UsefulNotes/NikolaTesla and his army of [[https://en.wikipedia.org/wiki/Avon_Products Avon Ladies]].
* HistoricalDomainSuperperson: Crowley is implied to actually be magic, while the others were qualified enough in some manner of magic or science to add their "genius" to the ORB.
* MultinationalTeam: Includes the Americans Col. Venture and Samuel Clemens, the English Aleister Crowley, the Irish Oscar Wilde, the German Eugen Sandow, and the French Fantômas.
* NoCelebritiesWereHarmed: Col. Venture is based in appearance, voice, dress, and military rank on UsefulNotes/TheodoreRoosevelt.
* PublicDomainCharacter: Literature/{{Fantomas}} is the only non-original fictional character amongst the original Guild's members.
* SuperTeam: They're a Victorian-era "Guild" of geniuses in different fields involved in adventures like protecting the ORB from Tesla and going to the moon in 1902.
[[/folder]]
!Leadership
[[folder:The Sovereign]]
!!The Sovereign ("Music/DavidBowie")
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/the_sovereign_2158.jpg]]
->'''Voiced by''': Creator/JacksonPublick (As the Sovereign Head), Creator/JamesUrbaniak (As Bowie)
->''"Pay no attention to the handsome and ageless rock star hiding behind the couch! I am the mighty Sovereign!"''
The enigmatic leader of the Guild, the Sovereign is a shapeshifter whose preferred form seems to be that of Music/DavidBowie. He usurped leadership of the Guild sometime prior to the "Pyramid Wars" in the 1980s and is known to have made vague deal with the Investors he intends to get out of...
----
* ActuallyADoombot: After the first several seasons imply that he really is a villainous David Bowie, it is revealed in season four that he is a shapeshifter impersonating Bowie.
* AffablyEvil: He is the leader of the world's foremost supervillain organization, but always come across as a friendly/charming person (such as "giving away" Dr. Girlfriend at her wedding) and his most violent acts seen are against renegade villains/traitors like Phantom Limb. "All This and Gargantua-2" sees him finally go off the evil deep-end by killing most of the Council of 13 and blowing up Gargantua-2 to get out of his deal with the Investors, but even then, he's still his usual charming self when confronted.
* ArcVillain: In the pre-season six ExtraLongEpisode "All This and Gargantua-2", attempting to blow up the eponymous space station to get out of his deal with the Investors while trying to pin responsibility on the Guild as a whole.
* BaitTheDog: Comes off just as affable and quirky as any other villain on the show despite being the head of a global evil organization. Then, in "All This and Gargantua-2", he tries to murder most of his own allies and a lot of innocent civilians just to welch out on a DealWithTheDevil he made with the Investors. He even lampshades it to Dr. Mrs. the Monarch, pointing out that it's hardly a surprise that the leader of the biggest supervillain syndicate in the world would be, you know, ''evil''.
* CardCarryingVillain: While he's generally more AffablyEvil, even he admits to being one in his own snarky way.
--> '''Sovereign''': Right, the heir to the global evil organization is a bad man, who'd've guessed? Total shocker.
* CelebrityImpersonator:
** According to Monsroso, he isn't the real Bowie, merely a shapeshifting supervillain who uses Bowie as his favorite public persona. Though apparently the two did meet and collaborate back in the '70s (the shapeshifter posed for the cover of ''Music/DiamondDogs'').
** On a meta level, James Urbaniak (Dr. Venture, Phantom Limb, etc) voices him in "Bowie" form. According to the creators, they tried to get the real Bowie, but he declined. This is also lampshaded with an on-screen disclaimer during Sovereign's first appearance as Bowie.
* TheChessmaster: In the conflicts he has been featured in, he has demonstrated an aptitude for thinking a few steps ahead of his opposition, like using the Ventures to disprove Phantom Limb's hereditical claim to leadership of the Guild. Proves to be in over his head against [[OutsideContextProblem the Investors and Killinger]], however.
* ChronicBackstabbingDisorder:
** He tries to pull a ''three-way'' backstab in events culminating in the pre-season six special "All This and Gargantua-2". He has most of the Guild's Council of 13 killed, promises Phantom Limb and the Revenge Society the open seats, then leaves them to die on the exploding Gargantua-2 while at the same time trying to have the Investors killed to get out of [[DealWithTheDevil a deal he made with them]]. He ''almost'' gets away with it, if not for an [[KarmicDeath accidental shot]] from Head Shot...
** ''Radiant is the Blood of the Baboon Heart'' reveals that he personally killed and usurped the previous Sovereign, supervillain Force Majeure.
* DeadpanSnarker: Witty, deadpan retorts to the more dramatic villains around him are part of his AffablyEvil charm.
--> ''"No. Please don't activate a broken coffee mug."''
--> ''"Right, the heir to the global evil organization is a bad man, who'd've guessed? Total shocker."''
* DealWithTheDevil: As revealed in "All This and Gargantua-2", a deal with the Investors is what helped him rise to the position of Sovereign. The events of that ExtraLongEpisode are kicked by his attempt to have them killed before they collect on their end of the deal.
* DroppedABridgeOnHim: The Sovereign is accidentally killed in his eagle form by Headshot when, after the boat the latter is on rocked by the Sovereign's base self-destructing, his rifle fires into the air.
* EveryoneCallsHimBarkeep: "Sovereign" is his title rather than his actual name, but it's also what everyone calls him aside from "David Bowie," which is his disguise.
* FauxAffablyEvil: He may be pleasant and charming, but he reveals his true colors in "All This and Gargantua-2" when he tries killing off the Council of 13 to get out of a deal with the Investors and nearly kills every innocent aboard the eponymous space station, a well as most of the Council of 13, in the process.
* FrameUp: After the [[ThrownOutTheAirlock "Movie Night" incident]], he quickly used his powers to impersonate SPHINX Commander and pinned the entire thing on SPHINX, kicking off the Pyramid Wars and wiping out their biggest source of competition.
* FromNobodyToNightmare: Even though he's not the real David Bowie, he's still the head of a major criminal organization thanks to a deal with the Investors.
* GreaterScopeVillain: Zig-zagged. He spent most of his presence in the series as an odd mix of this and BigGood, being the leader of the most powerful global evil organization, but whose main job seems to be keeping said organization from being ''too'' evil, and only showed up in person to pull EnemyMine situations with the heroes when one of his villains is going rogue. He swerves ''hard'' to full BigBad when he arranges the events of "All This and Gargantua-2", though even then it's with the motivation of killing the Investors.
* HugeHolographicHead: His appearances before the Council of 13 and other Guild members take this form.
* IJustWantToBeSpecial: His deal with The Investors allowed him to attain the position of Sovereign. When Dr. Mrs. The Monarch calls him out as a loser who just ''acts'' like he's important, he doesn't disagree.
--> '''Dr. Mrs. The Monarch:''' So, who are you really?\\
'''Sovereign:''' Oh, no one. [[AlasPoorVillain Just some bloke who wanted to be anyone but himself.]]
* IJustShotMarvinInTheFace: Ends up a victim of this when Headshot's rifle goes off as his hideout explodes. By some inexplicable turn of bad luck, it shoots him out of the sky while in eagle form.
* InexplicablyAwesome: Very little is known about him besides his shapeshifting powers. The pre-season six special "All This and Gargantua-2" reveals he got his powers thanks to a deal with the Investors.
* KarmicDeath: As pointed out by 21, it's poetic that a chump who [[IJustWantToBeSpecial wanted to "be somebody"]] died a chump's death of accidentally being killed by Headshot in his bird form.
* KilledOffForReal: Accidentally taken out by Headshot in the climax of "All This and Gargantua-2". Later confirmed by Dr. Mrs The Monarch in "Hostile Makeover".
* KlingonPromotion: ''Radiant is the Blood of the Baboon Heart'' reveals that he killed his predecessor, Force Majeure, to take over as Guild Sovereign.
* {{Leitmotif}}: A soft rock guitar riff plays whenever he first appears and often after he shapeshifts, as well.
* MysteriousPast: Very little is known about him, including his real name. He's a shapeshifter, made a deal with the Investors to become the Sovereign, and he usurped his predecessor for that position via KlingonPromotion. That's about it.
* NighInvulnerability: As seen in the "Showdown at Cremation Creek" two-parter, he can shrug off Phantom Limb's DeathTouch, which has been shown capable of causing instant death. The only apparent impact it has on the Sovereign is that it forces him to cycle through shapeshifted forms. However, he appears to be vulnerable to bullets, apparently being killed by Headshot at the end of "All This and Gargantua-2".
* NobleDemon: When you're in charge of an organization that ''enforces'' EvenEvilHasStandards on the supervillain community, you can't ''avoid'' being this trope. Come "All This and Gargantua-2", he mostly drops the "Noble" part as he nearly kills everyone aboart the eponymous space station and most of the Council of 13 attempting to get out of a deal with the Investors.
* NoCelebritiesWereHarmed: The first several seasons outright imply that the Sovereign really is a villainous Music/DavidBowie with shapeshifting powers. However, season four confirms that it isn't the real Bowie, though the two know each other and have collaborated.
* NoNameGiven: His real name is never revealed after it's confirmed that he's not actually David Bowie. He is only referred to as the Sovereign.
* NoodleIncident: What ''did'' he pull on Brock in Berlin? And was that even him or the real David Bowie? Brock does claim to have met both...
* OpenSecret: While the true identity of the Sovereign is supposed to be a carefully guarded Guild secret, just about everyone knows that he's the Bowie-impersonating shapeshifter.
* PetTheDog: He genuinely wanted to help Dr. Girlfriend and The Monarch get married, he's quite polite to Dean and even [[JerkWithAHeartOfGold Rusty]], and even takes time to offer [[TheStarscream Phantom Limb himself]] a chance to return to the Guild for medical treatment after the Sovereign's Diamond Dogs catch Limb robbing State University. He didn't have to do any of that.
* {{Rotoscoping}}: His HugeHolographicHead appearance has extremely naturalistic animation in this vein.
* ShapeshifterDefaultForm: He's a shapeshifter whose primary form is David Bowie's "Thin White Duke" character.
* SharpDressedMan: In his "default" form as "Thin White Duke"-era Bowie, he wears a very classy outfit.
* TheStarscream: Prior to [[KlingonPromotion successfully usurping]] the previous Sovereign, Force Majeure. He was apparently a "down-on-his-luck shapeshifter" who made a deal with the Investors "to be anyone but himself".
* UnderestimatingBadassery: He clearly, repeatedly underestimates Phantom Limb's abilities, as Limb has escaped the Sovereign himself and several Guild ambushes, the latter with ease.
* VoluntaryShapeshifting: His primary superpower. His "[[ShapeshifterDefaultForm default]]" form is the "Thin White Duke"-era David Bowie, but he's shifted into numerous other characters, and isn't limited to human shape/size either, having also become an eagle and a pack of cigarettes.
[[/folder]]
[[folder:The Investors]]
!!The Investors
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/maxresdefault_415.jpg]]
->'''Voiced by''': Creator/DocHammer, Creator/JohnHodgman, and T.Ryder Smith
A trio of intangible men in dark suits. Their ''modus operandi'' is making deals with people, offering immense power and rewards, but at great cost to those in their debt... While their exact status within the Guild is unclear, they have served several high-ranking members including Monstroso and even the Sovereign himself. Exactly what they are, where they came from, and the extent of their powers is never revealed.
----
* AmbiguouslyHuman: Are they magically empowered humans, aliens, demons, gods, or some other malevolent entities? "The Silent Partners" reveals that despite Billy's suspicions, [[ActuallyNotAVampire they're defintely not vampires]]. As of "All This and Gargantua-2", they are revealed to be some form of a higher being, of the same order as Dr. Killinger. Exactly what they are is still not revealed, although they have the same names as the three Greek gods of the Southwest, Northeast, and Northwest winds, strongly hinting they may be literal {{Physical God}}s. This is further supported by Doc Hammer in the creator commentary, musing that they may be "Greek gods or AncientAstronauts".
* BadassInANiceSuit: They all wear dark, snazzy suits, and the only being in the series who seriously threatens them is the equally AmbiguouslyHuman Dr. Killinger. Not even Brock and Shoreleave can scratch them.
* BaldOfEvil: Lips has a bald head and is just as dangerous as his brothers.
* BattleInTheCenterOfTheMind: Their lightsaber battle with Dr. Killinger is revealed to be one of these once outsiders enter the room to witness it. Skeiron and Lips are shown to be dead after having been slain during the psychic contest, leaving Caicias and Killinger staring at each other in a PstandardPsychicPstance.
* BigBadEnsemble: With the Sovereign in "All This and Gargantua-2", the Sovereign arranging the destruction of the eponymous space station to kill them and get out of his deal.
* BigBadDuumvirate: They appear to be equals in power, with none being in charge of the others.
* CainAndAbel: Killinger reveals them all to be brothers, making them the three Cains to his {{Antivillain}}ous Abel.
* ClassyCane: Lips carries a cane. It appears to be purely aesthetic since he hovers above the ground instead of walking and therefore doesn't actually need it.
* DealWithTheDevil: Making these is their ''modus operandi'', with them as the "devil". According to Brock, only Billy and White have "borrowed money from them and lived to panic about it". The Sovereign made one with them to become the leader of the Guild of Calamitous Intent, and his plan to destroy Gargantua-2 is an effort to kill them before they can collect on his part of the bargain.
* DiabolusExNihilo: Almost nothing is known about who or what these men are or where they came from. Their names imply they are Greek Gods, but this is never confirmed.
* TheDreaded: It is terrifying when they come to collect on your end of whatever deal you made with them. Even the 10-foot tall supervillain lawyer, Monstroso, is scared out of his mind when they show up for him in "O.S.I. Love You".
* EarlyBirdCameo: They first appeared in the background behind the speakers at the state university in the episode "Pomp & Circuitry", several episodes before their formal introduction. They were said to be there representing the '''G'''eneral '''C'''onsolidated '''I'''nsurance company...
* FatBastard: Lips is more heavyset than his brothers, and the large size certainly helps his intimidation factor.
* FallenHero: In the ''Radiance'' commentary, Publick and Hammer boil them down to this, saying that whatever they had been, be it Greek gods or AncientAstronauts, they were supposed to be here to help people and had fallen away from it. The conversation with their "brother", Dr. Killinger, in "All This and Gargantua-2" implies that he is continuing in their original mission, whatever it was.
* ForTheEvulz: The only motive they appear to have. They will commit horrific acts of villainy and make deals with deadly consequences for no reason other than because they can.
* FourEyesZeroSoul: Skiron and Caecius wear red-tinted glasses that help add to their sinister look.
* GhostlyGlide: They're [[IntangibleMan Intangible Men]] who never appear to walk, instead gliding smoothly from place to place and also have the habit of entering/exiting a room by levitating out of/into the floor.
* GreaterScopeVillain: In "All This and Gargantua-2", they're revealed to be the true power behind the Sovereign-era Guild of Calamitous Intent, the Sovereign having made a DealWithTheDevil with them to gain his position.
* HeartIsAnAwesomePower: Their primary powers are the ability to turn themselves and whatever they touch intangible. While not that impressive in paper, this both makes them invincible from harm and able to use it to kill, ranging from turning Monstroso intangible before falling to his death out of O.S.I.'s helicarrier, to reaching into King Gorilla's chest and pulling his heart out.
* HumanoidAbomination: All three of them. It was previously implied that they weren't human, and confirmed in "All This and Gargantua-2" where they're revealed to be the same kind of higher life form as Dr. Killinger. What that life form is, though, is never explained. It's possible, for example, that they are the Greek gods of the Southwest, Northeast, and Northwest winds (matching their names). The creator commentary muses that they could be AncientAstronauts as well.
* HumansAreInsects: They seem to view everyone else -- The Guild, O.S.I., and their various members and politics -- as mere pawns in a game that they're winning.
* InexplicablyAwesome: Almost nothing is known about them other than they are evil and extremely powerful, with the only hint about what they are is that they might be Greek gods.
* [[IntangibleMan Intangible Men]]: Bullets and knives just pass right through them. They can also walk through walls and floors, reach inside peoples chests, and phase them through walls.
* InvincibleVillain: As the Investors can become intangible at will, there is no chance of hurting, let alone stopping them, in most of their appearances. Even when The Sovereign tries to kill them by ensuring they are on Gargantua-2, despite his careful planning, his scheme is shown to have no chance of success as The Investors simply phase over to Meteor Majeure. It took Dr. Killinger to stop them for good.
* KilledOffForReal: By Dr. Killinger in "All This and Gargantua-2", via BattleInTheCenterOfTheMind.
* KnightOfCerebus: Funny things happen ''around'' them, but unlike such villains as The Monarch, their actions and presence are NEVER played for laughs. The most jokes they get is how extremely ''creepy'' they are. They're also far more ''dangerous'' than any other villain seen in the series, with renowned badasses like Brock and Shoreleave unable to even scratch them. Not even the Sovereign blowing up a space station with them on-board is implied to be able to harm them.
* LeanAndMean: Caecius is much thinner than his brothers but is no less dangerous or intimidating for it.
* TheManBehindTheMan: They are pulling the strings behind many of the arcs in seasons four and five ("The Silent Partners", "O.S.I. Love You") before moving into a BigBadEnsemble role in "All This and Gargantua-2".
* MasterOfDisguise: As shown during "O.S.I. Love You", then can perfectly impersonate two O.S.I. "[[InternalAffairs Misters]]", and a nonexistent third rookie agent, the point that not even the ProperlyParanoid ''Hunter Gathers'' suspects anything is amiss.
* MissingReflection: They either don't show up on film or have selective invisibility; when they approach Brock in "All This and Gargantua-2," none of them are visible on the O.S.I.'s camera feed even though Brock himself can see them clear as day.
* NewPowersAsThePlotDemands: The Investors mostly display intangibility and levitation powers. On occasion, they also use VoluntaryShapeshifting. In their final appearance, they also show selective invisibility and psychic powers. Given they are the same type of being as Dr. Killinger, there is likely little limit on what they can do.
* NothingIsScarier: Who are these men? What are they, and what is the full extent of their powers? It is all a mystery, and it all makes them more terrifying. They don't even talk in most of their appearances. They simply commit or enable acts of evil.
* NotSoAboveItAll: While almost everything else about them is played ''dead serious'', they're not above being as ridiculous as the other characters in the show in the right circumstance. Lips has a habit of waving to observers as he departs from whatever nightmarish thing the Investors have just done and all three of them choose ''lightsaber combat'' as their form of BattleInTheCenterOfTheMind combat.
* NotSoInvincibleAfterAll: After appearing unstoppable throughout all of their appearances, they are finally killed by Dr. Killinger in "All This and Gargantua-2" via BattleInTheCenterOfTheMind.
* OutsideContextProblem: Brock and Shoreleave may be some of the deadliest fighters in the world, but they can't even scratch The Investors. Absolutely nothing in their arsenal can even touch these guys and in fact almost get ''each other'' killed just trying to bring them down. In the end, it takes another OutsideContextProblem in the form of Dr. Henry Killinger to kill them.
* PowerFloats: We rarely see them walk when not shape-shifted, which adds to their creepiness and implied power.
* PsychicNosebleed: Caicias suffers one at the tail end of the BattleInTheCenterOfTheMind with Killinger after his brothers are slain, showing how Killinger has the upper hand.
* PsychicPowers: The Investors generally don't actually directly interact with the people around them, but rather use mental projections. It's why they don't show up on camera. While it looks like they're taking Killinger on in an epic lightsaber duel, it turns out to be a BattleInTheCenterOfTheMind.
* RedAndBlackAndEvilAllOver: Their evil nature is belied by their color scheme: all three wear black business suits with red pinstripes, Caecius and Skiron wear red glasses, Caecius has black hair while Skiron had dark red, and the three wield Sith-style red lightsabers during their duel with Henry Killinger.
* ReligiousAndMythologicalThemeNaming: As revealed in "All This and Gargantua-2", they are named Lips, Caicias, and Skeiron after the Greek gods of the southwest, northeast, and northwest winds, respectively. Given their powerset that is beyond anything else seen in the series (save their apparent "brother" Dr. Killinger), they may actually ''be'' {{Physical God}}s.
* ReverseArmFold: Caecius tends to hold his hands behind his back when he's the one doing the talking, which gives him a shady-yet-professional edge.
* TheRuntAtTheEnd: Inverted. Lips, the biggest of the group, is always the last to phase out whenever they make an exit; usually he takes this chance to give a faux-friendly wave to anyone watching.
* SharpDressedMan: They each wear black pin-stripe suits.
* SiblingsInCrime: They're stated to be brothers and commit/enable acts of evil through the deals the make with people.
* SinisterSchnoz: Caecius has a prominent nose accentuated by his pencil-thin mustache.
* SmugSuper: When Brock and Shoreleave both try to fight the Investors, the trio walks away without fighting back, not considering either man a threat since neither has any way to hurt them. "All This and Gargantua-2" reveals they consider [[HumansAreInsects all of humanity]] inferior to them.
* TakesOneToKillOne: {{Implied|Trope}}. While it's never stated that this is the ''only'' way to kill them, absolutely nothing else in the series even scratches them until Killinger, who they call "brother" and has a similar power set, takes them out via BattleInTheCenterOfTheMind.
* UnexplainedAccent: For some reason, they speak with Hungarian accents.
* VillainousWidowsPeak: Skiron has short, slicked hair with a widow's peak clearly visible.
* TheVoiceless: Until "O.S.I. Love You" when disguised as the O.S.I. company men. Later, in ''All This and Gargantua-2'', they speak in their own voices for the first time.
* VoluntaryShapeshifting: One of their powers, as seen in "O.S.I. Love You" when they perfectly impersonate two O.S.I. "[[InternalAffairs Misters]]" and a non-existent rookie agent.
[[/folder]]
[[folder:Force Majeure]]
!!Force Majuere
[[quoteright:940:https://static.tvtropes.org/pmwiki/pub/images/fm_helmet.png]]
->'''Mantilla''': I'm the daughter of Force Majeure, the last true Sovereign of the Guild!
The leader of the Guild of Calamitous Intent before the Sovereign and an enemy of Jonas Venture Sr.
----
* ArchEnemy: To Jonas Venture Sr. The fact that Jonas is [[VillainWithGoodPublicity technically]] the BigGood of the Venture-verse immediately demonstrates how big of a threat this guy was.
* BaldOfEvil: He's bald underneath his helmet and was the leader of the world's foremost supervillain organization.
* BlowYouAway: During the flashback in ''Radiant is the Blood of the Baboon Heart'' which includes a brief scene of him battling Jonas Venture Sr. directly, he launches an attack that looks like a tornado.
* CaptainErsatz:
** The cape and helmet are dead-ringers for [[Characters/MarvelComicsMagneto Magneto]], a major Marvel supervillain. The asteroid base that the Guild currently operates out of was confirmed to have originally been his, which is a reference to Magneto's go-to lair, Asteroid M.
** The bald head, the image of him sitting at the head of a round-table for supervillains, and his position as the undisputed ArchEnemy for the series' ([[VillainWithGoodPublicity apparent]]) BigGood position him as the Venture-verse's version of [[Characters/SupermanLexLuthor Lex Luthor]], specifically the ''WesternAnimation/{{Superfriends}}'' version.
* ConnectedAllAlong: He's the father of Mantilla, who provided Rusty with her egg cells in exchange for his help transferring her mother's invisibility powers to her, which Rusty used to create Hank and Dean. He's the biological maternal grandfather to the "Venture Brothers".
* DeathByOriginStory: He was killed and usurped by the Sovereign in Mantilla's backstory.
* KlingonPromotion: Fell victim to one. The Sovereign ascended to power in the Guild by killing and usurping him, in classic supervillain fashion.
* LegionOfDoom: The Council of 13 while he was leader of the Guild was much closer to this than the later OmniscientCouncilOfVagueness it becomes under his successor. He meets with them in-person, sits at the "head" of the table, and is much more active in his villainy than the later Sovereign, even being shown attacking Jonas Venture Sr. personally.
* TheManBehindTheMan: As the previous Sovereign to the Guild of Calamitous Intent, he was essentially the "boss" of all villains within the organization.
* MeaningfulName: "Force Majeure" is a term in contract law wherein an extreme, extraordinary event outside the control of both parties stops one or more of them from fulfilling their legal obligations. It's a fitting name for a master supervillain.
* ShoutOut: Beyond [[MeaningfulName the meaning of the term]] in a legal sense, ''Force Majeure'' is the name of a Music/TangerineDream album, one of several shout outs to ProgressiveRock bands throughout the series.
* PosthumousCharacter: Has been dead for decades when he's first mentioned and is only seen on-screen during a DeathByOriginStory flashback.
* SigilSpam: Has a sigil shaped like a stylized "M" and wears it on his helmet, cloak fastener, and has his LegionOfDoom-style table built in its shape.
* UnseenNoMore: He finally makes a physical appearance (albeit in a flashback) in ''Radiant is the Blood of the Baboon Heart'' after having been previously mentioned twice in the show.
[[/folder]]
!!!Council of Thirteen (New)
[[folder:Dr. Mrs. The Monarch]]
->See her entry on the [[Characters/TheVentureBrosTheMonarchandCohorts Monarch and Cohorts]] page.
[[/folder]]
[[folder:Phantom Limb]]
!!Dr. Hamilton G. Fantomas (Phantom Limb, Revenge)
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/phantom_limb_1450.jpg]]
->'''Voiced by''': James Urbaniak
->''"No one retires from the Phantom Limb's shit list!"''
Grandson of the adventurer and Guild-founder Literature/{{Fantomas}}, Hamilton Fantomas was born with atrophied limbs and his attempt to speed up their muscle growth instead gave him invisible limbs that could kill with a touch. After turning to supervillainy with his newfound powers, he worked his way up in the Guild, always with an eye on the Sovereign's position. Dr. Girlfriend served as his #2, "Queen Etherea", while the two dated before the beginning of the series. She returns to him in season two after leaving the Monarch, causing much of the conflict while Limb attempts to usurp the position of Sovereign in a coup. Defeated and crippled, he loses his grip on reality and forms his own rival supervillain group known as the Revenge Society, while also trying to take over the Guild regardless. With the help of Prof. Impossible, Phantom Limb's body and mind are restored and, after the Sovereign's death, he re-joins the Guild as a member of the new Council of 13,
----
* AffablyEvil: Before his mental breakdown and then again after recovering. He's a [[ManOfWealthAndTaste refined villain who enjoys the finer things]], will be perfectly cordial to those around him, and even dabbles in stolen art. He can also [[DeathTouch kill you by touching you]]... if he's not too busy yachting or drinking wine.
* AllMenArePerverts: He really, really likes making Dr. Girlfriend wear her [[{{Stripperiffic}} Queen Etherea costume]] and is implied to masturbate into it after she leaves him.
* AmbiguouslyBrown: ''Very'' ambiguously. He has a darker skin tone than most of the white characters, but his ethnicity is unclear. The Monarch at one point notes that Phantom Limb "wears an awful lot of purple for a white guy" (though given his status as a proudly PoliticallyIncorrectVillain, this is somewhat dubious). He's descended from Fantômas, who was French and is darkly-tanned in most of his appearances, including the 1960s films where he is played by the tan Creator/JeanMarais which were an inspiration for Limb's design. The WholeEpisodeFlashback "The Invisible Hand of Fate" shows him with fairer skin in his pre-villain days and his "deranged" appearances as "Revenge" show him with lighter skin as well.
* AnArmAndALeg: He literally loses an arm and leg after his altercation with the Sovereign during the Battle of Cremation Creek ended with his airship crashing. It doesn't slow him down much, as even with prosthetics, he is still able to infiltrate the Guild headquarters to kidnap Red Mantle and Dragoon. Prof. Impossible later reconstructs his machine, restoring Limb's arm and leg.
* ArcVillain: He's the biggest antagonistic force of season two owing to his rivalry with the Monarch and relationship with Dr. Girlfriend. He even comes closest to outright killing the Venture family of any villain to that point, mostly just to piss the Monarch off.
* BigBad: As the mutual enemy to Dr. Venture and The Monarch in season two. After that, he spends most of his time [[BigBadWannabe trying to get back into that role without success]].
* BigBadWannabe: After his defeat during "Showdown at Cremation Creek", he makes multiple attempts to reesstablish himself as high-level villain. First, he attempts to use his heritage as the grandson of Fantômas and the ORB while in his "Revenge" persona to usurp the Sovereign, then [[StartMyOwn starts his own]] supervillain team with the Revenge Society. In "All This and Gargantua-2", it's revealed that he has made a deal with the Sovereign to destroy the eponymous space station for a seat on the council, only to be double (or even triple) crossed and left for dead. Through the machinations of Dr. Killinger, he is saved and finally given a seat on the council.
* CardCarryingVillain: He makes a lot of grand speeches about how [[ForTheEvulz awesome it is to be evil]] and is the epitome of a WickedCultured, SmugSnake, ManOfWealthAndTaste-style villain.
* {{Cloudcuckoolander}}: After his defeat in the Battle of Cremation Creek, he is on the run from the Guild and goes through intense SanitySlippage, believing his "team" consisting of a coffee mug, shoe, and toaster are all real people. With his DeathTouch and intimate knowledge of the Guild, he is still ''very'' dangerous.
* CompanionCube: As "Revenge", he forms a new Guild consisting of a toaster, a mug, and one of Dr. Girlfriend's high-heeled shoes. Turns out they're not so harmless, as he manipulates them with his detached invisible limbs to use in combat... or just plain throws them at enemies.
* DeconstructedCharacterArchetype: Of the WickedCultured, ManOfWealthAndTaste class of villain. He comes across as charming, handsome, and FauxAffablyEvil. He is educated, well-spoken, has a taste for foreign and exotic food, has refined and excellent taste in decor, and is a competent villain, capable of earning even Brock Samson's respect. As time goes on, however, he is shown to actually be a [[TheDandy foppish]], [[StrawMisogynist misogynistic]], [[ItsAllAboutMe narcissistic]], WickedPretentious, BigBadWannabe who seems to think that he's special for appreciating unserrated knives and struggles to function as an effective villain when he is no longer backed by the Guild.
* DetachmentCombat: He can still control and re-attach his invisible limbs after they have been cut off. He uses them to manipulate his {{Companion Cube}}s to break out of Guild detention.
* TheDragon: Subverted. When first introduced, he implies that he is second-in-command after The Sovereign, and is clearly in place to usurp him... But we learn that he's ''not'' actually the second-in-command (he's not even on the Council of 13) and the Sovereign never really trusted him at all. He thinks he's taking this role again in "All This and Gargantua-2", having the Revenge Society attack the eponymous space station under the geise of a heist while really scheming to destroy it at the behest of the Sovereign, who has promised him a council seat. The Sovereign double-crosses him in the end.
* EvilCounterpart: To Hunter Gathers. Both were originally archenemies as revealed in "The Terminus Mandate", and both left their respective organizations (Hunter, because he was fed up with "[[ObstructiveBureaucrat hot bureaucracy, poured in [his] lap]]", Phantom Limb because of a failed coup to take over the Guild) and formed [[StartMyOwn their own groups to be/fight evil on their own terms]]. Interestingly, despite SPHINX's purpose being fighting villains who don't sign up with the Guild, their respective organizations never clashed onscreen.
* EvilerThanThou:
** Subverted during his coup attempt on the Sovereign. He's a powerful villain with years of experience in the Guild, but even with the element of surprise and multiple Guild traitors on his side, he is defeated by the Sovereign/Monarch/Venture forces and [[AnArmAndALeg left crippled]] with severe SanitySlippage.
** After pulling himself together and founding the Revenge Society (with other actual villains instead of [[CompanionCube inanimate objects]]), he makes a deal with the Sovereign to blow up the Gargantua-2 space station in exchange for a council seat. He proves to be in over his head, getting betrayed by the Sovereign, failing to do anything to the Investors, and is ultimately saved and brought back into the Guild by Dr. Killinger.
* FaceHeelTurn: He was a member of the Team Venture "Boys Brigrade" and spent time as a self-proclaimed "goody two-shoes scientist" before the FreakLabAccident that turned his limbs invisible and gave him a DeathTouch turned him to villainy.
* FamousAncestor: He is the grandson of Literature/{{Fantomas}}.
* FogFeet: His legs (as well as his arms and, apparently, penis) are invisible as a result of the super-science incident that gave him his powers.
* FreakLabAccident: He had Billy use an experimental "muscle growth accelerator" machine on him to restore his atrophied limbs, but as Billy was working for the O.S.I. and didn't actually write the groundbreaking scientific paper Limb thinks he did, the experiment goes awry, leaving him with invisible limbs and a DeathTouch.
* FreudianExcuse: Cites being born without fully functional limbs while spending most of his youth and adulthood from the Boy's Brigade to the halls of academia surrounded by able-bodied geniuses as his core reason for reaching out to the Guild and murdering one of his own students to create the experimental device he hoped would fix his arms and legs.
* HandicappedBadass: After the events of the season two finale, he has just one arm, one leg, and has become [[SanitySlippage completely unhinged]] as "Revenge". He is still able to, first, break ''into'' the Guild to kidnap two council members and later, break out of the Guild's prison.
* HazyFeelTurn: While he never outright joins the "heroes", post-"All This and Gargantua-2" he's rejoined the Guild as part of the reformed Council of 13 and is much more of a team player. Notably, he seems to have dropped any [[StayInTheKitchen misogynist attitude towards Dr. Girlfriend]], being very respectful of her ability as a fellow Council member.
* HesBack: After his run as "Revenge" and breaking out of Guild confinement, he reunites with Prof. Impossible who helps restore his lost limbs and set his head back on straight as the two found the Revenge Society.
* ImprobableWeaponUser: Successfully disables a series of Guild death-traps using a common household ''toaster'' and later disarms a group of Guild soldiers using a ''high-heeled shoe'' as a boomerang in "The Revenge Society".
* KnightOfCerebus: Comes far closer to killing the Venture family than anyone else has in ''Victor. Echo. November.''. Even certified badass ''Brock'' realizes that they "might not make it this time" when he realizes it's the [[EliteMooks Guild Strangers]] they're up against instead of the usual [[{{Mooks}} henchmen rabble]].
* LargeHam: He's very fond of [[MilkingTheGiantCow dramatic hand motions]]. Not that the viewer can see them...
--> '''Phantom Limb''': I'm wringing my hands... ''MENACINGLY''!
* LegacyCharacter: He is the grandson of Literature/{{Fantomas}} and believes he has a claim on leadership of the Guild as a result.
* ManOfWealthAndTaste: Has a very sophisticated, aristocratic manner about him, likes fine cheeses and wines, lives in a home based on the Frank Lloyd Wright [[http://en.wikipedia.org/wiki/Storer_House_%28Los_Angeles%29 "Storer House"]], and sells stolen artwork as his brand of supervillainy.
* MaskOfSanity: "The Invisible Hand of Fate" depicts him as rather unhinged even before becoming a supervillain, which informs his mentally unstable actions that vary in manicness and lucidity for the next two seasons.
* MyGodWhatHaveIDone: Once he realizes that the Sovereign betrayed him and the Revenge Society to die on Gargantua-2 after going behind the backs of his teammates to make a deal with him. He gets hit with this so badly that he genuinely considers himself unworthy of a place in the new Council of 13, a position he fiercely coveted until that point.
* NeverMyFault: Believes Billy Quizboy owes him for the near-death lab accident that gave him his powers, despite is own refusal to listen to Billy's confession that his super-science expertise was bogus.
* NewPowersAsThePlotDemands: Phantom Limb's powers continue to change. In "The Trial of the Monarch", his DeathTouch causes veins to pop up on his victims, and his arms don't seem to glow (he was wearing a heavy coat, but no light came out of the disconnect between gloves and sleeves). All other appearances neglect the veins and have his arms glow green and red for the touch of death. Season four shows he can detach and control his limbs, which glow blue, while his powers seem to be electricity based, and it seems he can regulate how much charge they give (as he stunned Dean instead of killing him).
* NotQuiteDead: Wisdom, the coffee cup Limb accused of being the shapeshifted Sovereign, has been put back together. Ironically, Chuck (the toaster) and Lady Nightshade (the shoe) "perished" in the scuffle that occurred after his escape from Guild detainment.
* NotSoAboveItAll:
** Despite his WickedCultured status, "The Inamorta Consequence" reveals that he has an apparent fondness for the old ''Franchise/JamesBond'' films, and even fanboys a bit about the gun on the poster of ''Film/FromRussiaWithLove'' ("the one that looked like the old Princess Leia gun"), being visibly saddened when Shore Leave tells him [[OffTheShelfFX it was a BB gun repurposed as a prop]].
** His current high-ranking WickedCultured status is a smoke-screen; he started out as a nobody in the Guild and worked his way up by playing the game and kissing ass, and is now deeply ashamed of his humble beginnings. A brief exchange with Dr. Mrs. The Monarch mentions that his early days as a supervillain were fueled by "a diet of ramen noodles and Sphagetti-Os, driving around in a Honda Accord with a ghost on the hood."
* ObfuscatingInsanity: Downplayed in that he obviously wasn't in his right mind in "The Revenge Society", talking to his {{Companion Cube}}s and attempting to activate a potential doomsday device, but he wasn't as outright batty as he seemed, either. In "Pomp and Circuitry", it's revealed that he was waiting for the perfect time to escape Guild confinement, get his body restored, and [[StartMyOwn form his own Guild]] with other failures of superheroes and villains which actually achieves some success (including nearly killing Dr. Venture).
* OlderThanTheyLook: Given that he served in the Team Venture "Boys Brigade" as a preteen in the late '60s and was a full professor when Sheila was a college student, Phantom Limb must be in his sixties by the time of the series, yet looks no older than the rest of the adult cast. It is implied that his limb enhancer machine also imparts youth, as he ages rapidly while on the run between "Showdown at Cremation Creek" and "The Revenge Society", but goes back to looking youthful when Prof. Impossible helps him to rebuild it in "Pomp and Circuitry".
* ProfessionalButtKisser: Phantom Limb is showy and ruthless to anyone he sees as beneath him (which is just about everyone), but he changes his tone the second he's addressing a superior in the Guild. Whenever addressing figures like The Sovereign, the Council of 13, or the Investors, he lavishes them with praise and compliments, while giving himself insincere put-downs. Of course, being TheStarscream, this is all a ''painfully'' transparent act he only keeps up until he thinks he can get away with stabbing them in the back.
* PunnyName: His villain name is drawn from [[http://en.wikipedia.org/wiki/Phantom_limb Phantom limb syndrome]] and blends well with being the grandson of Literature/{{Fantomas}}.
* PutOnABus: He goes on the run following his failed coup at the end of season two, only appearing in flashbacks and a single {{Stinger}} in season three. TheBusCameBack with a vengeance in the middle of season four, as he's a major figure in all of "The Revenge Society", "Pomp and Circuitry", and "Bright Lights, Dean City". He (and the Revenge Society) recur infrequently after that before getting major roles in "All This and Gargantua-2", after which Limb becomes a regular as a new Council of 13 member.
* RedRightHand: He has invisible limbs and can [[DeathTouch kill with a touch]].
* RomanticFalseLead: His initial role, being the ex-boyfriend Dr. Girlfriend returns to after she leaves the Monarch, driving much of season two's conflict.
* ShoeSlap: Uses a high-heeled shoe like a boomerang in "The Revenge Society".
* ShoutOut: To pulp hero ComicStrip/ThePhantom, between the names and similar costumes, with his outfit also intended to vaguely resemble that of Steve Ditko's ComicBook/ShadeTheChangingMan.
* SmallReferencePools: Want to know just how well this show averts this? Phantom Limb is one of its major villains and is a descendent of Fantômas, a French character who is largely unknown in the US. The trope itself is, fittingly, one of his pet peeves, as seen when he tried to sell a Rembrandt to a Mafioso who only wanted Art/TheMonaLisa.
--> '''Phantom Limb''': Look, the Mona Lisa's not a better painting, it's merely a more famous one...
* SmugSnake: He's an overconfident WickedCultured, ManOfWealthAndTaste supervillain who thinks he's better than everyone else. It almost always leads to his downfall.
* TheStarscream: To the Guild Sovereign, attempting to usurp him in the season two-ending "Showdown at Cremation Creek" two-parter, only to be defeated, cripped, and forced to go on the run. After a period of SanitySlippage as "Revenge", he [[StartMyOwn starts his own]] villain organization that later gets folded into the Guild after the Sovereign's death, leaving Limb on the new Council of 13.
* StartMyOwn: In season four's "Pomp and Circuitry", he starts his own Guild for villains including the [[FaceHeelTurn Face-Heel Turned]] Prof. Impossible and Baron Ünderbheit. He later recruits new members in "Bright Lights, Dean City", gets assistance from Dr. Killinger, and then they attack the eponymous space station in "All This and Gargantua-2" after which Limb is invited back into the Guild as a member of the new Council of 13.
* StayInTheKitchen: A thoroughly unsympathetic example. There is no misguided chivalry at work here, just plain old misogyny. Dr. Girlfriend ends up leaving him for the Monarch ''twice'' because he insists on reducing her (a brilliant engineer with a genuine doctorate) to arm candy.
-->'''Phantom Limb''': (''After Dr. Girlfriend calls him out on crashing her wedding'') Sweet girl, you're being irrational, and such is the curse of your sex. I forgive you.
* StrawMisogynist: He seduces and hires Dr. Girlfriend as his [[TheDragon #2]] (who is established to be a fully-capable GadgeteerGenius) [[StayInTheKitchen as nothing more than arm-candy]], complete with a [[{{Stripperiffic}} super-revealing]] outfit. This has led to Dr. Girlfriend breaking up with him ''twice'' for the Monarch who, when his HairTriggerTemper isn't getting the better of him, respects her as an equal.
* StockUnsolvedMysteries: He at one point tries making a black market sale of "Storm on the Sea Of Galilee" to a Mafioso. The painting is a Rembrandt and one of 13 works of art that were stolen during the Isabella Stewart Gardner Museum theft of 1990.
* SuperPowerLottery: A big winner as far as the series goes. "I can kill a man by [[DeathTouch simply touching him]]. Now what were your special powers again?"
* TookALevelInKindness: Following the events of "All This and Gargantua-2" and his addition to the Guild's new Council of 13, he becomes markedly less of an asshole, treating Dr. Mrs. The Monarch with a lot more respect compared to his sexist attitude from earlier, and overall acts like much more of a team player with the Guild.
* TouchOfDeath: The experimental "muscle growth accelerator" he tested on himself gave him this power as a side effect, along with his invisible limbs. He does have some manner of control over it, at least, and can use a lower-powered version to simply stun people (as he does to Dean at one point).
* VillainousBreakdown: Following his defeat at the Battle of Cremation Creek and going on the run from the Guild, he undergoes severe SanitySlippage to the point where he [[CompanionCube talks to a coffee mug, shoe, and toaster]] as if they're real people. He gets better after escaping the Guild and recruiting Prof. Impossible to restore his body, then founds the Revenge Society (with real people).
* VillainousFriendship: By the time of "All This and Gargantua-2", he does actually feel some affection for the other members of the Revenge Society. He doesn't want Sovereign [[YouHaveOutlivedYourUsefulness to kill them after they have outlived their usefulness]] and feels remorse for "betraying" the Revenge Society, even though he tried to justify it to them by saying he was doing it so they could all be on the Council of 13.
* VisibleInvisibility: His limbs avert the trope, which is an occasional [[PlayedForLaughs source of humor]] - such as when he tried "wringing [his] hands - [[MundaneMadeAwesome menacingly]]!", only for nobody to know what he was doing.
* WhatKindOfLamePowerIsHeartAnyway: Subverted. In his first appearance, his only [[IncrediblyLamePun visible]] power is having invisible limbs. Later, it turns out that his limbs can instantly [[TouchOfDeath kill by touch]], deflect projectiles, [[ShockAndAwe become electrified]], and can perform DetachmentCombat.
* WickedCultured: He's a villainous ManOfWealthAndTaste who comes across as charming and AffablyEvil. He once talks about having sold out his villainous principles for high culture accoutrements such as dealing in stolen art instead of 'the old stuff'. In that same episode, he laments how many of his fellow art thieves want to steal the Mona Lisa, for no other reason than [[SmallReferencePools it's a famous painting]], and not because they appreciate it as art.
[[/folder]]
[[folder:Red Mantle & Dragoon]]
!!Red Mantle and Dragoon
[[quoteright:198:https://static.tvtropes.org/pmwiki/pub/images/redmantledragoonhybrid.png]]
[[caption-width-right:260:[[labelnote:Click here to see their pre-conjoinment appearances]] https://static.tvtropes.org/pmwiki/pub/images/red_mantle_and_dragoon_7611.jpg[[/labelnote]]]]
->'''Red Mantle voiced by''': Doc Hammer
->'''Dragoon voiced by''': Christopher [=McCulloch=]
->'''Red Mantle''': Two heads ''are'' better than one!
->'''Dragoon''': What does that have to do with anything?
->'''Red Mantle''': Nothing, I've just been wanting to say that all day. I got sick of waiting for an opportunity.
Originally the musicians Music/BuddyHolly and Music/TheBigBopper, they were recruited into the Guild by Literature/{{Fantomas}}. Now the seniormost members of the Guild's Council of 13, they were kidnapped by Phantom Limb during his "Revenge" phase during which Dragoon suffered a near-fatal heart attack and had to have his head conjoined to Red Mantle's shoulder to survive. Having spent decades away from active arching, they are very out of touch with the affairs of modern villainy.
----
* {{Acrofatic}}: Dragoon, before their merging, was heavyset and able to throw Phantom Limb around the Council Chamber like a ragdoll.
* AscendedExtra: They were originally just two of many voiced silhouettes on the Council of 13, but became recurring characters after "The Revenge Society".
--> '''Doc Hammer''': We took silhouettes and gave them an episode.
* BlingOfWar: Dragoon's outfit appeared to be a 19th century ceremonial Prussian military uniform.
* ButForMeItWasTuesday: Dragoon is credited for overseeing the execution of the Iron Infidels, something he doesn't even remember. Though that might be less because it "was Tuesday" and more because Dragoon is [[ScatterbrainedSenior partly senile]].
* {{Cloudcuckoolander}}: Dragoon is becoming a ScatterbrainedSenior, leading to moments like this. In particular he confuses the cartoon show "Wacky Races" with events from his own life.
* ClothesMakeTheSuperman: If a throwaway line in the season five HalloweenEpisode is to be believed, Red Mantle's magical powers come from, surprise surprise, his [[ExactlyWhatItSaysOnTheTin red "power mantle"]].
* DishingOutDirt: Red Mantle's apparent power (or at least one of them), as seen in the season five episode "Bot Seeks Bot" when he uses this power to move dirt onto the grave of the deceased Councilman #4 (Clue Clown).
* EnemyMine: They pull this along with Dr. Z in "All This and Gargantua-2", offering the Sovereign's location to the O.S.I. in return for clemency and protection.
* EvilSoundsRaspy: Dragoon has a raspy voice and serves on the leadership council for a Guild of supervillains.
* HellishPupils: Dragoon has slit pupils. He might be a very very mild case of DraconicHumanoid, to go with the usual pop-cultural dragon/dragoon thing, but it's never made clear.
* LawyerFriendlyCameo: It is made ''very'' clear that they are actually Music/BuddyHolly and Music/TheBigBopper, with the plane crash that killed both musicians merely a cover for their induction into the Guild.
* MagicIsEvil: Dragoon's views on sorcery are extremely backwards and judgemental, especially for a supervillain. He calls all displays of magic "blasphemous" and "dark-sided", which makes his attachment to Red Mantle, a spellcaster himself, rather awkward.
* MultipleHeadCase: After Dragoon suffers a heart attack from Phantom Limb's TouchOfDeath, he has to have his head sewn onto Red Mantle's shoulder in this fashion. After some time adjusting and coordinating to this arrangement, Dragoon insists that he will eventually take over the whole body.
-->'''Dragoon''': I've been standing here all day with my dick in my hand!
-->'''Red Mantle''': That was MY dick.
* NominalVillain: They've been retired from active villainy for so long that they've completely lost whatever villainous edge they once held. The most hostile action they've ever taken on their own is probably throwing a pen at Snoopy.
* OlderThanTheyLook: As Buddy Holly and the Big Bopper, they would be pushing 80 by the time of the series. Neither looks quite that old and both, especially Dragoon before their merging, are still pretty spry for that age.
* RacistGrandpa: The only way Dragoon will attend Orpheus' gathering of mystics and mages in "A Very Venture Halloween" is in costume, so they dress as ''Film/TheThingWithTwoHeads'', complete with Dragoon in {{Blackface}} as Rosey Grier. Jefferson Twilight is horrified, while Red Mantle is just embarrassed.
* RetiredBadass: The two are guild masterminds and Dragoon still had some fight in him before losing his body. In fact, they have been retired for ''so'' long that they never get a final arch in "The Terminus Mandate", as they outlived every protagonist they could call an archenemy.
* ScatterbrainedSenior: Dragoon appears to be going mildly senile, conflating his life with fictional events and [[SeniorSleepCycle falling asleep at odd times]].
* SilenceYouFool: Dragoon hung several lampshades on this during the Council's first appearance, calling out at innappropriate times and discussing how it makes the interrogation harder.
* ShoutOut: Dragoon's initial appearance and personality are drawn from Y.A. Dragon in ''Film/TheEigerSanction''.
* StoutStrength: Dragoon, before their merging, was heavyset and able to throw Phantom Limb around the Council Chamber like a ragdoll.
* ThoseTwoGuys: To the Guild council. Not that they have much of a choice, being a MultipleHeadCase.
* VillainousFriendship: Red Mantle is revealed to have been on very good terms with Councilman #4, the Clue Clown, going so far as to mourn at the latter's funeral. The sentiment is ''not'' shared by Dragoon, who never cared for him.
[[/folder]]
[[folder:Dr. Z]]
!!Dr. Z
[[quoteright:327:https://static.tvtropes.org/pmwiki/pub/images/shot156.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"BAH! When Dr.Z harasses you, you'll know it! A giant metal crab would tear the roof off your trailer and no less than six suicide assassins would spring from its belly!"''
The primary antagonist to Action Johnny's family, Dr. Z has long since retired from active supervillainy and serves on the Guild's Council of 13.
----
* AffablyEvil: He's settled down in his old age and is now downright friendly, to both fellow villains and even former arch enemies like Action Johnny. When Johnny and Rusty's "boy adventurer" support group show up to his home in "Self Medication", believing he killed their therapist, he and his wife invite them in, sit them down, and try to help them let go of the past that's haunting them. He even adopts Ro-Boy after the discussion.
* AlterKocker: Despite clearly being of Asian descent, his accent tends to skew vaguely Yiddish. In the creator commentary, the creators discuss that it's mostly because he'd old and many non-Jewish old people can sound vaguely Yiddish.
* ArchEnemy: To Action Johnny and his family back in the day. He also arched Jonas Sr. in the past, as well.
* AmbiguouslyBi: When he comments on how much he loves his wife, Mrs. Z makes a comment that she thought she was his "[[TheBeard beard]]", meaning he allegedly married her to publicly show that he was straight. He also slept with the Blue Morpho, although he was under the impression that he had seduced tennis champion and notable lesbian Billie Jean King. Jackson Publick eventually clarifies [[AllThereInTheManual in the artbook]] that his love for his wife is genuine, [[https://i.imgur.com/YVf95oQ.jpg and that he had crushed on her for a long time before they got together]].
* BadBoss: Years of being SurroundedByIdiots caused him to adopt a [[YouHaveFailedMe "zero bungle tolerance"]] policy in regards to his minions, to who he insultingly refers to as "bunglers" by default.
* BladeBelowTheShoulder: "[[Recap/TheVentureBrosS7E4TheHighCostOfLoathing The High Cost of Loathing]]" shows that he carries an ''Franchise/AssassinsCreed''-style concealed wristblade.
* BuffySpeak: Lapses into this as English isn't his first language, such as describing a "cyborg" as a "super cool robot" who "had parts of a real live guy".
* CoolOldGuy: Despite being a villain, he shows up to Dr. Venture's day camp to put on a show for the kids. He also provides therapy to the boy adventure's therapy group.
* DrugsAreBad:
** Got "pinched" when a "bungler dropped dime" and turned him in for smuggling narcotics in Singapore in the '70s. He spent some time in prison since, as one of their general rules forbids dealing in narcotics, the Guild wouldn't help him get out. He eventually escaped on his own.
** He wants to help Action Johnny get off of drugs and, in "The Terminus Mandate", offers to let Johnny move in with him so he can help take care of him.
* EvenEvilHasStandards: After finding out that Venturion (whom he would, later on, reprogram into the villainous Vendata) was actually a cyborg and was thrown out by Jonas Venture Sr., he contemplated putting him out of his misery before ultimately turning him into a weapon against Jonas. This says a smidge more about his moral and ethical boundaries for being a super-scientist when compared to the [[VillainWithGoodPublicity publicly heroic]] Jonas.
* EvilKnockoff: Enjoyed commandeering or replicating Jonas Venture Sr.'s creations so he could [[HoistByHisOwnPetard use them against him]]. A flashback shows Dr. Z leading an army of H.E.L.P.eR. robots against their creator.
* {{Expy}}: Of Dr. Zin from ''WesternAnimation/JonnyQuest'', who he is strongly implied to [[LawyerFriendlyCameo actually be]] in all but name.
* HappilyMarried: He genuinely loves his wife and one of his regrets is that he didn't marry her sooner, before she became barren.
* LawyerFriendlyCameo: Like with "Action Johnny" he's clearly meant to be Dr. Zin from ''WesternAnimation/JonnyQuest'', but Creator/WarnerBrothers (who owns both properties) wouldn't let them actually ''say'' it's the same character. This leads to a few clever write-arounds, like using ScatterbrainedSenior moments that are really him misrembering.
* LikeASonToMe:
** He's come to view Johnny as the son he never had and fondly recalls his time with him as an arch. When he is forced to retire as an active villain, his final arch is Johnny and he offers to let him move into his home and help get Johnny's life back together. Johnny decides that he might take the offer, but he's going to need time to think on it and maybe he can just borrow a few bucks from Dr. Z for now. In exchange, Johnny says he'll run and hide from Dr. Z so that the man can relive his nostalgia.
** At the end of "Self Medication", he and his wife adopt the permanently young "boy adventurer" Ro-Boy.
* MistakenForPedophile: When he meets up with Johnny in rehab, he awkwardly clarifies that his conflict with Johnny and his father was strictly an "arch" relationship shortly after he gets caught up in the minutiae of how the word "platonic" (which is how he initially described said rivalry) is derived from Plato who himself promoted pederasty.
* MundaneMadeAwesome: He revels in [[LargeHam over-the-top classic cartoonish villainy]] (EvilLaugh, dramatic speeches, MilkingTheGiantCow, etc.) and will still put on a show to entertain younger villains or children.
* TheNapoleon: He's the shortest member of the Council of 13 and has a long history a genuinely menacing super-villain. Even in his old age where he's mellowed out considerably, he's still hot-blooded and quick to fire off a dramatic evil speech if he feels insulted.
-->'''Dr. Z''': (''after Johnny accuses him of killing his therapist'') BAH! When Dr.Z harasses you, you'll know it! A giant metal crab would tear the roof off your trailer and no less than six suicide assassins would spring from its belly!
* PaperThinDisguise: When on the Council of 13 telescreens, he wears fake ears and a fake mustache to hide his identity. Since he survived the purge of the Council, it seems to have worked. Later, when on the run from the Sovereign, he dresses as a rabbi. He's still ''clearly'' an Asian man.
* ParentalSubstitute: He has come to love Johnny as his own, and Z wants him to move in with him and his wife since they're actually in better health than him and can take care of him.
* PetTheDog: He and his infertile wife adopt the permanently young "boy adventurer", Ro-Boy.
* RetiredMonster: Zig-zagged. He's retired from active villainy and is [[AffablyEvil fully affable]] by this point in his life, but will still "put on a show" in classic villainy when talking with former "boy adventurers" like Rusty or Action Johnny, while still serving on the Guild's Council of 13.
* ScatterbrainedSenior: For the most part he's on the ball, but this still shows occasionally. When he tries to remember one of his adventures from ''WesternAnimation/JonnyQuest'', he gets most of the details wrong; Hadji is a Native American instead of an Indian, Bandit is called Buddy, and Dr. Quest and Race Bannon are the same person. This actually plays into him being a LawyerFriendlyCameo of Dr. Zin, as Creator/WarnerBrothers (which owns both ''Quest'' and ''The Venture Bros.'') refused to let the creators use the ''Quest'' characters outright, so his misrembering allows slightly altered versions of the characters to be used while hinting at who they really are.
* SurroundedByIdiots: His view of his henchmen during his younger years. Given that they saw an Anubis mask moving because a dog was under it and thought it was the real Anubis, it's hard to blame him.
* VillainWithGoodPublicity: Partly due to being retired from "active" villainy, he is at least regarded as a classic professional villain. He is a genuinely decent guy outside of the whole "supervillain" thing, though.
* YellowPeril: As an AffablyEvil, [[LawyerFriendlyCameo Lawyer Friendly]] parody of Jonny Quest's "Dr. Zin", whose origin was steeped in the trope. He's an indeterminate east Asian supervillain.
[[/folder]]
[[folder:Radical Left]]
!!Radical Left
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/left_of_council.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Radical Left''': I'm Radical Left! I want Anarchy!
->'''Right Wing''': ...And maybe a nice home and a family.
A supervillain with a disfigured left side, Radical Left was an inmate at Dunwich Asylum before he joined the Revenge Society and then the Guild as a member of the Council of 13. At some point before the series, he "absorbed" his arch enemy, Right Wing.
----
* DeepSouth: Both he and Right Wing have very thick accents (Left's being more blustering and guttural, Right's more drawling and snide), and the shot of their American Townhouse-style duplex suggests he lives in New Orleans.
* DemotedToExtra: He only appears in a single scene in the FinaleMovie and doesn't hae any lines.
* EarlyBirdCameo: First appeared in "Momma's Boys" as an inmate at the Dunwich Asylum before joining the Revenge Society in "All This and Gargantua-2".
* {{Expy}}: A pretty obvious one of ComicBook/TwoFace, in every way but flipping a coin. "The Terminus Mandate" reveals that he even lives in a duplex done up in stereotypical Two-Face lair fashion -- brightly painted, exactingly-maintained suburban home on the right, dilapidated crust-punk house on the left.
* FusionDance: "The Terminus Mandate" reveals that his right side actually used to be ''his arch'', Right Wing, until something happened that had Radical Left absorb him. [[TwoBeingsOneBody They still maintain their mental autonomy]], enough so that the two sides can play a game of ''{{TabletopGame/Cluedo}}'', with only Right knowing who the killer is and Left managing to beat him the normal way.
* HisOwnWorstEnemy: Zig-zagged. While his primary arch is Right Wing (his right side), the two apparently used to be separate people before Radical Left "absorbed" Right Wing through unexplained means.
* SharpDressedMan: After joining the Revenge Society, he wears a nice suit that is split down the middle with each half representative of the two people that make him up.
* TwoFaced: Literally. His disfigured left side wants anarchy, his undamaged right side wants "a nice home in the suburbs".
* VisualPun: His left and right halves represent the left and right "wings" of traditional American politics. "Radial Left" wants anarchy and is incredibly disfigured, while "Right Wing" looks like a conservative white guy who wants "a nice home in the suburbs".
[[/folder]]
[[folder:Dr. Phineas Phage]]
!!Phineas Phage
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/co3jvoqvaaajesa.png]]
->'''Voiced by''': Creator/BillHader (Season 4-5), Creator/JamesAdomian (Seasons 6-7)
->''"I'm gonna tell the Guild!"''
A virus-themed villain with a robotic lower half and former arch for Prof. Impossible. Also an on-again-off-again member of the Council.
----
* ActorAllusion: Bill Hader voices him just like his Creator/VincentPrice impression, as demonstrated in the recurring "Vincent Price Holiday Special" sketches on ''Series/SaturdayNightLive''.
* AffablyEvil: He's the official arch for Prof. Impossible (before the latter's FaceHeelTurn), but when Impossible falls into a deep depression over losing Sally, Phage tries to arch him simply to get him out of his funk, implying they otherwise have an amicable relationship despite their roles as protagonist and antagonist. He also [[BigDamnHeroes saves]] Hank and the Action Man from the wampa while in [[AdventuresInComaland Comaland]].
* ArchEnemy: He was Prof. Impossible's official Guild-sanctioned arch.
* {{Cyborg}}: His entire lower half is made up of cybernetics that make him look like a bacteriophage.
* {{Expy}}: Design-wise, and in terms of his role as a nemesis for TheFantasticFaux-inspired Prof. Impossible, he resembles ''ComicBook/TheFantasticFour'' villain The Wizard.
* {{Mooks}}: His henchmen are the "Pro-Teens", teenagers in hats that looks like molecules.
* NobodyLikesATattletale: When he discovers Phantom Limb (the Guild's "most wanted") while arching Prof. Impossible, he immediately tries to flee and tell the Guild in a classic, childish "I'm telling!" sense, forcing Limb and Impossible to work together to stop him. Later, when the Council of 13 is re-forming after "All This and Gargantua-2" and trying to keep their members from revolting, he fuels the fire by revealing the truth about what happened, including the Sovereign's death. He's still invited back to the Council as a former member when they are desperate, but there are subtle implications that his TeleporterAccident wasn't really an accident...
* NoCelebritiesWereHarmed: His voice is a clear Creator/VincentPrice impersonation by frequent Vince Price impersonator Bill Hader. James Adomian keeps it up when he takes over as voice actor.
* PoliticallyIncorrectVillain: When escaping from the Guild Council chambers following the Sovereign's attempted purge, he apparently feels up Dr. Mrs. the Monarch's "girly bits" while suspecting her of being trans. He apologies and she brushes it off once they're out, but it more than qualifies.
* PungeonMaster: When actively antagonizing, every other line is some kind of cellular biology pun relating to viruses, bacteria, infection, or similar.
--> '''Phineas Phage''': The ''nucleotide'' has turned! No one can escape the ''infectious'' grip of the fiendish Dr. Phineas Phage!
* PunnyName: A double dose. Of famed head injury survivor [[https://en.wikipedia.org/wiki/Phineas_Gage Phineas Gage]] and a [[https://en.wikipedia.org/wiki/Bacteriophage bacteriophage]], which fits given his "virus"-theming.
* RulesLawyer: Knows the Guild rule-book word for word, his knowledge of which eventually gets him a council spot.
* UncertainDoom: When he first uses the teleporter (stolen by the Guild in "Unicorn in Captivity" for a faster means to get to Meteor Majeure) in "The Saphrax Protocol", it [[TeleporterAccident reacts badly with his cybernetics]] and puts him in a coma. Exactly what state he is in physically is never made clear.
[[/folder]]
[[folder:Red Death]]
!!Red Death
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/reddeath1.png]]
->'''Voiced by''': Creator/ClancyBrown
->'''Henchman 21''': [Red Death] vaporized Professor Sterling Smart and his personal army of 50 super soldiers. ''Vaporized!''
Legendary within the hero/villain community for his lengthy career, sheer power, and massive death toll, Red Death is a Grim Reaper-themed "Level Ten" villain introduced as one of Wide Wale's sub-arches. In private, he's a devoted family man... who just happens to be a seven-foot tall red skeleton with the ability to vaporize anyone in his way. He later gains a seat on the Guild Council.
----
* TheAce: Red Death has been so successful and professional in his long career that even ''[[BigGood Hunter Gathers]]'' respects him as a fellow veteran in the Hero-Villain community. While both the O.S.I. and Guild are at wits' end trying to hunt down the Blue Morpho, Red Death identifies him as the Monarch and finds his secret lair ''within the space of a few hours''.
* AffablyEvil: They don't come any more affable. When not on-the-job, he's incredibly friendly and wholesome, which only makes it more terrifying when he puts on his GameFace. As "The Rorqual Affair" proves, even ''on'' the job, he can be a very charming, sardonic kind of guy among colleagues, provided he doesn't turn on the voice.
-->''[21 and Dr. Mrs. the Monarch exit the elevator to reveal Red Death already there, surrounded by the bodies of security guards, holding a dead man aloft and screaming in triumph]''\\
'''Red Death:''' ''[Noticing them, cheerfully]'' Oh! Hi! The room is secure.
* AlmightyJanitor: He's a legendary veteran villain stuck as a sub-arch of the significantly junior (relative to him) Wide Wale, due to being unable to fulfill his villainous obligations to the Guild due to getting older and his commitment to his family. By season six, he's only arching once per year (still leaving a sky-high body count when he does). Early in season seven, he schemes to get out from under Wide Wale and onto the Guild Council by turning in the Blue Morpho, then earns his seat as of "The Terminus Mandate" by working with Dr. Mrs. the Monarch.
* AlwaysSomeoneBetter: An unusual example for the show in that he's a fairly sincere example whose life hasn't imploded yet. He's positioned as a counterpart to much of the main cast, especially The Monarch, in that he has almost everything they ''don't''. He has a relatively healthy work-life balance that doesn't drive away his family and friends, unlike The Monarch in particular. His past doesn't seem to control him in the same way as Rusty or The Monarch, and he's making an active effort to join the Council as a "retirement plan" so he can put active villainy behind him for good. The comparison is driven home between him and the Monarch, in that he also had a super-scientist arch who he then killed, allowing him to finally move on after a period where he realized he'd done "terrible things" and get to this point.
* AmbiguouslyHuman: It is mentioned by various characters that Red Death is considered [[VagueAge a veteran of the villain business]], being referred to as "a legend" by Hunter Gathers and "an old man" by the Monarch. Despite this, he has a fairly young wife and a daughter still in grade school while showing no signs typical of being elderly (or even middle-aged). If he ever was human, he clearly is not now -- his whole body a deep shade of red, his head looks similar to a skull, and his eyes turn yellow when feeling blood-thirsty. Whether or not he was human at one point and was transformed by magic or WeirdScience or if he is something else entirely is never established. Whatever he is, it's apparently genetic as his daughter shares his skeletal appearance.
* ArchEnemy: Professor Cadmium was his long ago, as he reveals in a story to the Monarch. He killed Professor Cadmium, strangled his family, and burnt their house to the ground. He tells the Monarch that this actually ''freed'' him, as killing the one he hated so much opened him up to greater professional villainy and encourages the Monarch to do the same to Dr. Venture.
* AxCrazy: Don't let his AffablyEvil nature fool you -- Red Death is incredibly bloodthirsty, and in fact seems to use the Guild specifically as an outlet for his killing instincts. He only mellowed out in the first place because [[HeroKiller he murdered his original archenemy]], [[KickTheDog burned his house down, and butchered his entire family with his bare hands]], which left him aimless enough to have an epiphany about his unhealthy lifestyle. He later offers to brutally murder the deranged Maestro Wave for Monarch and 21, entirely to satiate his pent-up bloodlust after chasing the two of them down earlier.
-->'''Dr. Mrs. The Monarch:''' If I ''can'' get you that seat and save the Monarch without killing another villain, will you help us?\\
'''Red Death:''' ''[gracious, but disappointed]'' Wellll... I very much like to kill.\\
'''Dr. Mrs. The Monarch:''' We get to break into an O.S.I. Dummy Corp.\\
'''Red Death:''' And kill?
* BerserkButton: Chauvinism and boorish behavior is something that gets [[{{Pun}} under his skin]]. Just ask Blind Rage, who Red Death left tied to a railroad track after displaying these behaviors. He tossed out what was supposed to be his "final arch" to do this to Blind Rage instead.
* BeenThereShapedHistory: He was on Gargantua-1 during the infamous "[[ThrownOutTheAirlock Movie Night Massacre]]". He can still describe in graphic detail what happened to those not lucky enough to have their spacesuit helmets on.
* BondCreatures: Has a neural link with his HellishHorse, Daisy, allowing him to communicate through her.
* BrokeTheRatingScale: Given an EMA Level of 10, the highest possible ranking, but other Level 10 villains are rightfully intimidated by or terrified of him, suggesting that this is simply the highest the Guild can give. He's established to have slowed down a little with age, which begs the question of just how unstoppable he was in his prime.
* CaptainErsatz: He's essentially the Comicbook/RedSkull as the [[HorsemenOfTheApocalypse Horseman]] of [[TheGrimReaper Death]]. His costume is also [[https://vignette.wikia.nocookie.net/batman/images/f/f0/Reaper.jpg/revision/latest?cb=20090823162858 extremely similar]] to that of the obscure ''Comicbook/{{Batman}}'' villain, Reaper.
* TheComicallySerious: He can switch from being a kindly gentleman to a terrifying LargeHam on a dime, leading to a hilarious contrast within the same scene.
* ConsummateProfessional:
** By villainous standards, anyway. He is ''incredibly'' bloodthirsty, but after killing his ArchEnemy long ago, he decided to keep his professional and personal lives separate. He seems to be a member of the Guild as an outlet for his bloodlust, arching just once per year to sate his cravings, while otherwise being a devoted family man.
--->'''Red Death''': "We're all villains, Monarch. With rules, we get to spill blood and taste victory! Heck, I ''[[GameFace really wanted to kill something tonight, you know?]]'' [[TheFettered But... rules. They help us hate]]."
** Subverted in "The Terminus Mandate". Instructed to go on one last arching while volunteering to deliver the Peril Partnership their payout, he instead throws away the letter containing the profile of his final arch, and gives Blind Rage a humiliating death, spiting the Partnership AND the Guild decision to pay them.
* DarkAndTroubledPast: His villainy apparently hurt his loved ones when he was more active in his arching a long time ago, leading to his decision to separate his professional and personal lives. Also, he was at the "Movie Night Massacre". He claims that it wasn't him who did it, but when he talks about it, it's unclear whether he is having a PTSD flashback or a fond reminiscence of the event. That's how messed up he is.
* DastardlyWhiplash: While ''much'' more menacing than these types of characters, Red Death expresses a fondness for the GoodOldWays methods of villainy exhibited by this archetype. Despite being able to vaporize Blind Rage in an instant if he so chose, Red Death instead ties him to a railroad track since it makes his inevitable death worse given the false hope of a chance to escape.
* DentedIron: Season seven opens with him revealing that he's getting on in years and, with arching getting harder for him and with very few career opportunities outside of being a supervillain, he wants a seat on the Council of 13 so he can support his family through the office's generous pension plan while putting himself in less direct danger.
* DoWrongRight:
** Because his family wasn't in any real danger, he forgives Monarch for trying to blackmail him and steps down from arching Rusty, but encourages the Monarch to get his rivalry over with and kill his archenemy, or he's just going to keep lashing out and hurting the people close to him.
** His lecture to Blind Rage has shades of this, emphasizing his respect for gentlemanly DastardlyWhiplash villainy in stark contrast to Blind Rage's PoliticallyIncorrectVillain boorishness.
* TheDreaded: One of ''the'' most feared figures in the heroes/villains community, bar none. When talking with Dr. Mrs. The Monarch in ''Radiant is the Blood of the Baboon Heart'', Shore Leave bluffs that Brock could easily beat him in a one-on-one fight; after she and Red Death leave, he blurts out that "he scares the crap out of me". Even the uber-macho OneManArmy Brock reluctantly admits that Red Death is "a little... just a ''little'' bit scary".
* EstablishingCharacterMoment: When we first meet him, he quickly disarms the Monarch with his affable nature, even praising his human puppet trick on Dr. Venture from "Self Medication". Then he puts his GameFace on as he recounts the importance of a good work-life balance, all while nearly making the Monarch piss himself in fear.
* EvenEvilCanBeLoved: He has a loving wife and daughter, who he [[EvenEvilHasLovedOnes also loves dearly]]. Part of his epiphany regarding his work-life balance was realizing how badly his unrestrained bloodlust was hurting those he actually cared about, and spurred his decision to restrain his villainy to a profession for the sake of his family.
* EvenEvilHasStandards: Killing people and plotting global domination is part of the supervillain gig, but being a boorish prick and sexually harassing a female colleague? [[BerserkButton Red Death does not take to that lightly]].
* EvilIsBigger: He's about as tall as Brock, who is established to be seven-feet tall, though is more LeanAndMean since he's a skeletal GrimReaper-themed villain.
* EvilOldFolks: He's pushing 80 years old and has been a supervillain for most of that time.
* EvilSoundsDeep: His sonorous baritone makes him all the more intimidating, though it also sounds quite smooth when he's not [[GameFace in-character]] and more gutteral when he is.
* FamilyExtermination: He slaughtered the family of his hated first ArchEnemy, Prof. Cadmium. It gave him a realization that such "hate" was unhealthy and he chose to compartmentalize his profession and family life.
* FluffyTheTerrible: He allowed his daughter to name his HellishHorse. She picked "Daisy".
* {{Foil}}: To badass secret agent extraordinaire, Brock Samson. Each is quite possibly the [[TheAce deadliest member]] of their given organizations (Guild and O.S.I., respectively) but each has spent much of their career in [[AlmightyJanitor a role below their abilities]] (Brock because he was [[ReassignedToAntarctica demoted to play Rusty's babysitter]] after getting too close to the Guild and Red Death because he has separated his professional and personal lives to such a degree that the latter is impacting his ability to do the former). They both share an intense bloodlust (Brock in more of a BloodKnight sense while Red Death is more AxCrazy when he has his GameFace on) that they've each learned to control (Brock via CharacterDevelopment as seen in episodes like "Viva los Muertos!" while Red Death uses his villain career as an outlet to keep it separate from his family life) while both are, deep down, {{Nice Guy}}s (Brock in a PapaWolf, JerkWithAHeartOfGold way and Red Death as an AffablyEvil [[EvenEvilHasLovedOnes family man]]).
* GameFace: When he gets into his villainous persona (or lapses into his AxCrazy habits), his eyes brighten to have yellow sclera and red irises, his voice becomes more guttural, and his skin darkens to a more pronounced shade of red.
* GoodOldWays: Reminisces about how old-school arching had elegance and class, like how tying someone to the train tracks is simple, inexpensive, personal, deadly, and gives the victim a little (cruel, false) hope that they might escape -- He does exactly that to Blind Rage.
* GrimReaper: He's a skeletal supervillain and dresses in a black, hooded cloak while "on-the-job", and even wields a scythe.
* HappilyMarried: He adores his wife and she (evidently knowledgeable about the nature of his work) obviously does so as well, calling him little nicknames and making sure he has his dinner as he likes it if she has to pack it up so he can go on an arching. It's hinted they do have disputes about his work life, but this is understandable, as his wife worries about his safety and what consequences might happen if Red Death brings his work home with him.
* HellishHorse: Rides on a flying, flaming skeletal horse [[FluffyTheTerrible named "Daisy"]].
* HeroKiller: He killed his original ArchEnemy, Professor Cadmium, long ago, and is stated to have one of the highest body counts among all Guild villains since, including Professor Sterling Smart and his "personal army of 50 super soldiers" which he "vaporized". He encourages the Monarch to do the same thing to Dr. Venture, freeing him from hate and opening him up to greater professional villiany.
* KickTheDog: Reveals to Brock that SPHINX was not really behind the "Movie Night" on Gargantua-1 and rubs it in his face that O.S.I. fighting the Pyramid Wars was removing the Guild's competition, just to be a jerk.
* LargeHam: When in [[GameFace villain mode]], he's prone to dramatic, deep-voiced speeches and theatrics. He's naturally voiced by Clancy Brown, who is famous for these sorts of characters.
* LastEpisodeNewCharacter: He first appears in the season six finale before becoming a recurring character as a new Council member in season seven.
* LeanAndMean: As you'd expect from someone who is [[DemBones literally a skeleton]] from the neck up. His muscular appearance when he's on the job is due to his padded costume, not that this makes him any less dangerous. That said, he is only mean when "on the clock," and otherwise is genuinely nice.
* LikeFatherUnlikeSon: Continuing what is a central theme of the series, Red Death's daughter inherited his terrifying visage, but she doesn't seem to know her father is a supervillain and acts as a standard grade-schooler, going as far as to mistake Dr. Mrs. the Monarch for a princess. She does, however, seem to have inherited at least some of his evil attitude, evidenced by her bullying another girl at the playground.
* MayflyDecemberRomance: He's been a supervillain since the 1940s. His wife looks to be in her 30s at most and they have a grade school-aged daughter together.
* MoodSwinger: A (mostly) voluntary example. He can easily switch back and forth between a reasonable, friendly demeanor and full-on nightmare-from-hell supervillainy, including a GameFace change to clue viewers into the difference.
-->'''Red Death:''' ''[pleasantly]'' Kate! Can you refrigerate my dinner in a Ziplock? I've an arching tonight -- it's a special one.\\
'''Kate:''' Sure, lambchop. You want the roll in there with it?\\
'''Red Death:''' No, no, it gets all mushy in the gravy.\\
''[His wife winks to say "you got it" and leaves; Red Death pulls up his hood and looks in the mirror, [[GameFace eyes blazing yellow]]]''\\
'''Red Death:''' ''[[[EvilSoundsDeep growling]]]'' '''''Showtime!'''''\\
'''Kate:''' You want your brownie in there, too, Cuddles?\\
'''Red Death:''' ''[delighted, eyes and voice return to normal]'' Brownies?! Yes, thank you!
* MuggingTheMonster: Monarch and 21 (in their Blue Morpho and Kano guise) try to threaten Red Death into giving up his arching rights to Dr. Venture by lying that [[IHaveYourWife they kidnapped his wife and daughter]]. Red Death counter-threatens that [[IWillFindYou he will come and kill them]] if they don't release his family. He then proceeds to effortlessly deduce their identity, locate their hideout, and reduce them to pathetically begging for mercy until he relents.
* MurderIsTheBestSolution: Any plan of his own or any plan trying to involve has to result in him killing somebody in some way. He only goes along with Dr. Mrs. the Monarch's mostly non-lethal way to resolve the "Blue Morpho" crisis in the season seven premiere when it's implied that he'll get to kill some O.S.I. agents instead of the Blue Morpho.
* MysteriousPast: From a narrative perspective. Red Death is a well-known, [[ConsummateProfessional highly respected]], and [[TheDreaded greatly feared]] villain with decades of terror under his belt, [[DiabolusExNihilo introduced as the worst person the Monarch could ever hope to piss off]] -- and also one of the most established characters in the show to have little to no information revealed about his origin. What little tidbits we do find out (his original arches, or his activities in the '80s aboard Gargantua-1) are supplied by Red Death himself.
* NoisyShutUp: He manages to get the attention of an entire room of villains by noisily crushing a styrofoam cup. Amusingly right beside him was [[NailsOnABlackboard chalkboard]]. (And it's part of a ShoutOut to Quint's introduction in ''Film/{{Jaws}}''.)
* NoNonsenseNemesis: He may have a flair for the dramatic, but only because he is sure he's going to win, and you're not going to escape. When he decides to get serious, he is terrifyingly efficient and effective, as evidenced when he receives a phone call that his wife and child have been kidnapped, the 'kidnappers' (Monarch and 21 as Blue Morpho and Kano) barely get their demands out of the way before Red Death goes full-on [[Film/{{Taken}} Liam Neeson]] on them, silencing their threats and easily hunting them down with horrifying intentions.
* NoodleIncident: He only realized he had "lost his way" after he did "terrible things". Based on the speech he later gives Monarch, it's implied that he might've regretted killing Prof. Cadmium [[FamilyExtermination the way he did]], or at least realized he went too far, but given the kind of MysteriousPast he has, it could've easily been something else, too.
* PapaWolf: When Monarch tries to trick him into thinking that the Blue Morpho has kidnapped his wife and daughter (they're really safe at her mother's), Red Death paraphrases [[Film/{{Taken}} Brian Mill's speech]] and immediately tracks them down. When they prove that his family is safe, however, he calms down and even offers them advice.
* PunchClockVillain: By ''necessity''. Originally, when he was arching Prof. Cadmium, he became fixated on how much he hated the hero and made up his mind to "deal with it"; it was only after he crushed Cadmium's skull between his hands, [[FamilyExtermination massacred his family]], and [[KickTheDog burned down the guy's house]] that he realized the real problem was his own rage and obsession, which would follow him around wherever he went. Now, by compartmentalizing his work life (arching one day a year to sate his unstoppable bloodlust) and leaving his issues at the office, he's able to live as a pleasant, good-natured family man off the clock.
* RefreshinglyNormalLifeChoice: Red Death had found being a supervillain full-time to be an unhealthy way to live his life and wound up finding domestic bliss with a wife and daughter, [[ConsummateProfessional choosing to keep his work life and personal life separate]]. He encourages the Monarch to do the same after seeing what his hatred of Dr. Venture is doing to him.
* RetiredBadass: With the other council members, he retires from active arching in "The Terminus Mandate". Possibly Zig-zagged, since he throws away his official "final arch" and instead murders Blind Rage rather than follow the Guild's order. He seemingly has no plans to stop his villainy.
* RetiredMonster: He's largely retired from active villainy, only "arching" once per year due to his [[DentedIron advancing age]] and family commitments, seeking to join the Council as a sort of "retirement plan" since the pension is good and it's much safer, and earning a seat in season seven. He's a genuinely friendly guy... as long as you don't [[MuggingTheMonster give him a reason to go "full evil"]], as the Monarch and Blind Rage each find out.
* RedEyesTakeWarning: When he's "[[GameFace in character]]" (as a supervillain), his eyes turn yellow and his pupils turn red.
* ShoutOut: His costume is borrowed from the ''Comicbook/{{Batman}}'' villain, Reaper, while his his name (and some of his thematics) are from the Creator/EdgarAllanPoe story ''Literature/MasqueOfTheRedDeath''.
* SkullForAHead: He's a Red Skull parody, so it comes with the territory.
* SinisterScythe: To fit his [[TheGrimReaper Grim Reaper]] look, he wields a scythe that glows red and shoots out a SwordBeam that can [[DisintegratorRay disintegrate anything]]. In the backstory, he once used it to "vaporize" an "army of 50 super soldiers".
* UglyGuyHotWife: Despite looking like a skinless Red Skull, he has a very attractive wife. His daughter however looks exactly like him.
* UnusuallyUninterestingSight: His civilian clothes don't even bother with hiding his nightmarish, inhuman face, but nobody seems to notice or care. The same goes for his daughter, who has a matching face, as well.
* VagueAge: He's been a supervillain since the '40s and Brock mentions in the FinaleMovie that "[Red Death]'s like, 73" in an uncertain, ballpark-estimate sort of way. There are implications that his "condition" has slowed his aging, as well, as he's seen in the with the Guild's "new meat" in the '80s (when he would have been much older than them) during their raid on Gargantua-1. He's still a brutally effective villain by the time of the series, but by his own admission, is getting older and isn't as sharp as he used to be, thus seeking a Council seat as a sort of "retirement plan". Add it all up and he's clearly old, but it's impossible to pinpoint an exact age.
* VillainCred:
** Has great respect for Vendata, calling him a tactical genius. He had also heard of the Monarch, and even praises the Monarch's "marionette" arch from "Self Medication", much to the Monarch's delight.
** Gets this in the other direction from Henchman 21, who outright refuses to help the Monarch take him out, citing an event where Red Death vaporized a protagonist and his "army of 50 super soldiers". Self-preservation is certainly part of it, but 21 recognizes how deadly Red Death can be.
* WhyDontYouJustShootHim: He tells Monarch that his obsession with exclusively arching one person is a self-destructive and self-feeding issue, and that he would be much better off killing Rusty and moving on to bigger things, [[HeroKiller just as Red Death himself had done]].
* WorthyOpponent: He's highly respected not just by the Guild but by the O.S.I., Brock in particular. Brock is downright estatic to get a chance to fight him (even if it's just supposed to be a 'show' battle during the joint sting to capture the Blue Morpho) with Shore Leave upset that he won't get the opportunity himself.
[[/folder]]
[[folder:Wide Wale]]
!!Chester Ong (Wide Wale)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/screen_shot_2016_02_03_at_11146_am_1024x576.png]]
->'''Voiced by''': Hal Lublin
->''"I got a lot of bad shark in me..."''
A powerful and wealthy New York City based supervillain who lives in a penthause across the way from [=VenTech=] Tower, Wide Wale controls much of the city's supervillainy and is invited to join the new Council of 13 in order to consolodate the Guild's control. He is granted arching rights to Dr. Venture in season six, which he shares with his large number of high-ranking "sub-arches". He resigns from the Council at the end of season seven due to the "Terminus Mandate" preventing acting councilors from active arching, but remains on as an ambassador.
----
* ArchEnemy: He gets exclusive arching rights on Dr. Venture after the latter's newfound fortune in season six. This is only from a technical standpoint since there's absolutely no personal enmity between them, it's just part of the Guild's bureaucracy. Later, it's implied he did it out of spite toward the Monarch for killing his brother, since villains are prevented from killing each other.
* ArcVillain: Up until "Arrears in Science", he is the BigBad of the Blue Morpho arc; spanning from the start of season six and up until "The Rorqual Affair". He (and his sub-arches, and the Monarch eliminating them) provide most of the arc's conflict.
* BaldOfEvil: His head is as smooth as a whale, including an apparent blow hole, and he's a high-ranking supervillain.
* BenevolentBoss: Despite being a ruthless "Level 10" mafioso supervillain, Wide Wale is pretty [[AffablyEvil affable]] with his employees, telling his personal butler Barnacle Badhul (who has a very visible skin condition) to be proud of his appearance and [[WhatsUpKingDude enters into causal banter about their personal friends with Rocco]].
* BigBadEnsemble: While the Monarch is still trying to kill Dr. Venture, Wide Wale officially holds the arching rights to him in seasons six and seven. Wale doesn't really have any personal enmity with Dr. Venture, though, and subcontracts his arching to other villains (who the Monarch begins killing as the Blue Morpho).
* BigBrotherWorship: From the way Wide Wale talks about him, he worshipped the ground his older brother Douglas walked on, and he still speaks fondly of his scientific skills today. The freak lab accident that turned him into a monstrous fish-man came from a misguided attempt to make his brother proud after acquiring a faulty specimen for his brother.
* CallBack: There was another Dr. Ong in the series, one Dr. Douglas Ong who became the super-scientist Dr. Dugong, otherwise known as one of the many super-scientists The Monarch murdered while unable to arch Dr. Venture in season three. In fact, Hunter reveals that Dr. Chester worked with his brother Doug when looking into curing cancer, and a later episode confirms they are indeed brothers.
* ControlFreak: Wide Wale is this to his daughter. In addition to sending his henchmen after guys she dates, he has a tracker implanted in her and also uses the Blue Morpho's attacks as a pretext to keep her imprisoned in their suite even after he's already caught him.
* TheDon: He treats his supervillainy in New York as if he were the head of the mob, including treating his daughter Sirena as his MafiaPrincess.
* EarlyBirdCameo: The character design of Wale was previously used in the season five episode "Momma's Boys" as a Dunwitch inmate.
* EvenEvilHasLovedOnes: {{Deconstruction}}. His love for his family causes him to do some outrageously illegal activities to either provide a nice life for them or to further their dreams. This same affection also makes him extremely controlling to the point that he used the threat of the Blue Morpho to put his daughter under house arrest (even after he had already captured the Blue Morpho) and Douglas faked his own death at the hands of the Monarch because he feared being at Chester's mercy in his weakened state.
* {{Expy}}: He's a parody of Tobias Whale from DC, who is himself an AlternateCompanyEquivalent to the Marvel character [[Characters/MarvelComicsTheKingpin Kingpin]] (who Wale's apparent A-lister villain status seems to suggest).
* FallenHero: He was a former scientist who did everything in his power to help his brother, Dr. Douglas Ong, utilize the secrets of the ocean to benefit mankind which would have included, but wouldn't be limited to, spoofing the naturally high-resistance to cancer that sharks and cuttlefish possess.
* {{Fauxreigner}}: When The Monarch points out that his surname "Ong" sounds more Asian than anything Italian and his brother, Dr. Dugong, didn't speak with an Italian accent, either. As he and Rocco begin to question Wide Wale's accent, Wale admits that he only became fluent in Italian after attending the University of Palermo on a work-study visa and his wife is Italian on her mother's side.
* LargeAndInCharge: Is absolutely massive, functions as essentially TheDon of the supervillains of New York City, and joins the Guild Council of 13.
* LegoGenetics: He tried to mutate himself on purpose with a variety of aquatic lifeform DNA including sharks, cuttlefish, and of course, whale.
* MorallyAmbiguousDoctorate: He was a criminal even before his mutation, stealing his universe's equivalent of Damien Hirst's ''[[https://en.wikipedia.org/wiki/The_Physical_Impossibility_of_Death_in_the_Mind_of_Someone_Living The Physical Impossibility of Death in the Mind of Someone Living]]'' (which was virtually the same except instead of a tiger shark, it contained a preserved megalodon) because he thought it would help advance his brother's research.
* NerdInEvilsHelmet: Though certainly not a guy to be messed with, there are signs here and there that his murderous mob-boss attitude isn't the whole truth of his persona. His daughter points out that he decided to base the theme of his henchmen off ''whale lice'', of all things.
* ProfessorGuineaPig: He tried to mutate himself on purpose to act as "the missing link" between man and aquatic life so that Douglas could study his genetics to further their experiments. When his brother tried to stop him, they [[FreakLabAccident both wound up warped by the device]].
* PunnyName: Wide wale is a type of corduroy that Wide Wale seems to prefer wearing. He is also part whale, and very wide.
* UnmovingPlaid: His corduroy suit seems to ignore logical contours and folds.
* YouKilledMyFather: It's strongly implied the main reason why he wanted to be Venture's archnemesis was to screw with the Monarch in revenge for the Monarch seemingly killing his beloved older brother. He keeps a lid on how angry he is until he has the Monarch alone and in his clutches.
[[/folder]]
!!! Former Council Members
[[folder:The Former Council as a Whole]]
!!The Former Council of 13
[[quoteright:310:https://static.tvtropes.org/pmwiki/pub/images/council_4.jpg]]
[[caption-width-right:310:Silhouettes of several council members (left to right: Boggles, Dr. Z, Red Mantle, Wild Fop, Vendata, Monseñor]]
The other former members of the Council of 13 before the Sovereign's purge, most of whom were killed in the process. Membership:
->Councilman 1: Vendata\\
Councilman 2: Wild Fop\\
Councilman 3: Red Mantle (See above)\\
Councilman 4: Boggles the Clue Clown\\
Councilman 5: Dr. Z (See above)\\
Councilman 6: Monseñor\\
Councilman 7: Don Hell\\
Councilman 8: Dragoon (See above)\\
Councilman 9: Steppenwolf\\
Councilman 10: Unnamed (referred to as "Bug Sumarai" in creator notes)\\
Councilman 11: Mommy Longlegs\\
Councilman 12: The Nerve\\
Councilman 13: The Sovereign (See above)
----
* ADayInTheLimelight: The season five episode "Bot Seeks Bot" is heavily focused on them as they induct Phineas Phage as a new member, their first in decades, following Boggle's death. Most of them [[VillainsOutShopping go out to Don Hell's night club to celebrate]].
* KilledOffForReal: Hence why they are ''former'' members of the Council, all (save for Clue Clown, who died of natural causes before the Sovereign's purge, and Vendata, who was disabled by Brock in "Bot Seeks Bot") being killed by the Sovereign in his bid to take out the Investors.
* TheOmniscientCouncilOfVagueness: They "met" via silhouettes on screens with enforced secrecy. Not even the O.S.I. is aware of their existence until Monstroso tells them. This is also in stark contrast to Council under Force Majeure, who were more of a LegionOfDoom with younger, active villains meeting in person. Only Red Mantle and Dragoon are still around from that era.
* RetiredMonster: Nearly all of them appear to be older and retired from active villainy with some, such as Red Mantle and Dragoon, apparently not having arched in decades. Some have moved onto other ventures and side projects, like Don Hell's night club and Mommy Longlegs' HiveMind family. They are all still supervillains, however, and shouldn't be taken lightly.
* SinisterSilhouettes: How they all appear for the first several seasons, as simple silhouettes on screens within the Guild HQ.
* VillainsOutShopping: There are numerous implications that most, if not all, are retired from active villainy while picking up more mundane hobbies. Comments from Steppenwolf and Red Mantle suggest that they used to meet to race cars ''WesternAnimation/WackyRaces''-style. They also all go out to Don Hell's nightclub while Steppenwolf and the unnamed Councilman #10 had just gotten lunch together when they are killed in the Sovereign's purge.
[[/folder]]
[[folder:Vendata (Councilman #1)]]
!!Vendata (Venturion, The Blue Morpho, Don Fitzcarraldo)
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/vendata_the_venture_bros_101.jpg]]
->'''Voiced by''': Doc Hammer
-> [Vendata's Guild files] "Guild cyborg, started henching in the late '70s, earned level one status with a string of high-profile super crimes in the '80s. Largely inactive since '98."
A cyborg supervillain who served as Councilman 1, he was severely damaged by Brock Samson and presumed dead. It is later revealed that his human parts came from the deceased anti-hero, The Blue Morpho, and was resurrected as a cyborg by Jonas Venture Sr. in 1976. After he attacked a young Rusty Venture, he was dismantled and tossed out, but Dr. Z reassembled him and programmed him for evil.
For information pertaining to his pre-cyborg life, see [[Characters/TheVentureBrothersTeamVenture The Blue Morpho]].
----
* AmbiguousSituation: He has no memory of what happened on the night of the Movie Night Massacre, so it's unclear if he killed Jonas Venture Sr. or not.
* TheBusCameBack: Returns for "Arrears in Science", after having been presumed dead since the events of "Bot Seeks Bot".
* ButtMonkey: He's openly disrespected by his fellow councilmembers, who think of him as a "stick in the mud" and a "killjoy," and his date with Ghost Robot is really just a setup so the O.S.I. can tap him for information. He is apparently killed at the end of "Bot Seeks Bot", with the Guild presuming him as such and giving away his council seat. He survives and regains his old memories, but has to walk, near-naked and damaged, across the US to assume his old Blue Morpho identity, and is KilledOffForReal at the end of "Arrears in Science". Given how lousy his life was (including blackmail and infidelity) even before he was a cyborg, it's easy to feel sorry for him.
* ChekhovsGunman: Originally Vendata just seems like a one-off villain who would only have importance in the episode "Bot Seeks Bot" as the O.S.I. taps him for information, then leaves him disabled and presumed dead. Then "Arrears in Science" comes along and it's revealed he's the original Blue Morpho and the long lost father of the Monarch, in addition to ''possibly'' being responsible for the [[ThrownOutTheAirlock the Movie Night Massacre]] and therefore the (apparent) death of Jonas Venture Sr.
* TheComicallySerious: Due to being an (apparently) emotionless cyborg who prioritizes doing things by the book, he remains stoic and nonplussed when faced with the insanity surrounding him.
* CoolOldGuy: Of Red Death's NYC-based '80s team. Although, funnily enough, this is an opinion only Red Death holds, as he cites his tactical genius and ambition with the utmost respect.
* {{Cyborg}}: He's still got his human face and brain despite the rest of him being robotic.
* DeceasedFallGuyGambit: While it's still not clear exactly what happened during the "Movie Night Massacre", he is officially blamed by the O.S.I. for the death of Jonas Venture Sr. and by the Guild for the villains murdered by the Monarch posing as the "new" Blue Morpho. He's already been crushed by the P.R.O.B.L.E.M. at this point, with the O.S.I. and Guild agreeing to jointly "disassemble" what is left of him as a form of execution for his scrimes.
* EarlyInstallmentWeirdness: In his original appearances as a silhouetted member of the Council of 13, his voice isn't as loud or droning as it is when he makes his first proper appearance in "Bot Seeks Bot".
* EvilIsBigger: According to his O.S.I. profile, he's 6'5" and weighs 263 lbs, while being a supervillain serving on the Guild's Council of 13.
* EvilFormerFriend: Of Jonas Venture Sr. and the rest of the original Team Venture, though we also learn Jonas' friendship was anything but genuine. Furthermore, Vendata is pegged to be the most likely culprit of the "Movie Night Massacre", which resulted in Jonas' (apparent) death.
* {{Expy}}: Of Alex Murphy from ''Franchise/{{Robocop}}''. Both are cyborgs who possess more emotion than they show, both talk in a similar manner, and both of them were heroes brought back from the dead through cybernetics courtesy of a VillainWithGoodPublicity. Both of them also seek out the people who wronged them in life for revenge.
* {{Foreshadowing}}: In "Bot Seeks Bot", Vendata begins shifting between his current memories and those he had before becoming a cyborg. At one point he mentions having a wife and being in a plane crash. The Monarch's parents died in a plane crash...
* TheFriendNobodyLikes: [[DownplayedTrope Downplayed]]. While his council-mates on the Guild ubiquitously can't stand his irritating, dull demeanor and total lack of tact, they do seem supportive, if still teasing, of him finally seeming to get a date and socialize, and it is implied that a lot of their ire for him comes from his asocial behaviour. They're also sympathetic to him when it appears his "date" is ditching him in "Bot Seeks Bot". Completely [[AvertedTrope Averted]] with Red Death and his old group, who respected and looked up to him.
* FromNobodyToNightmare: While he was feared as anti-hero vigilante The Blue Morpho, he started his villainous career as a piece of discarded Venture technology before managing to climb the ranks of the Guild and eventually taking a seat on the Council of 13.
* GenerationXerox: Just like his son, he flouted the Guild's rules and regulations in order to antagonize a Venture.
* GoOutWithASmile: He smiles right before dies, after hearing The Monarch call him "daddy".
* HoneyTrap: Brock Samson and the O.S.I. set him up on a date with a disguised Ghost Robot to pry information about the Guild out of him.
* MachineMonotone: He's only able to speak in a loud, droning, robotic voice after his resurrection. This continues even after he's regained his original personality.
* NeverFoundTheBody: The Sovereign presumes him dead immediately after the events of "Bot Seeks Bot" and offers his seat on the Council of 13 to Dr. Mrs. the Monarch. After "All This and Gargantua-2", when the Guild's new leadership is trying to fill seats on the new Council, Vendata is mentioned as missing, but they decide they can't wait for him to resurface. It's revealed in "Arrears in Science" that Vendata regained his original memories and spent the entire time since "Bot Seeks Bot" walking back to his home in Newark.
* NotSoHarmlessVillain: After spending his entire spotlight episode as the comedic relief villain, it turns out that used to be a highly-respected cohort of [[TheAce Red Death]], and that he single-handedly planned, and (almost) successfully pulled off, a hijacking of ''Gargantua-1'' with a [[RagTagBunchOfMisfits bunch of Guild "new meat"]], which led to [[ThrownOutTheAirlock the Movie Night Massacre]].
* PunnyName: A mash-up of "vendetta" and "data". May overlap with MeaningfulName, with the implication that Vendata perpetrated the Movie Night Massacre out of a [[CriminalAmnesiac subconscious desire for vengeance against Jonas Venture]]. The "Ven-" part also works with him being a cyborg originally constructed by Venture Industries.
* ReforgedIntoAMinion: Zig-zagged. Dr. Z reveals he found Venturion's remains in a dumpster outside the Venture Compound (after having been destroyed by Kano) and decided to rebuild him as a tool to arch Jonas Venture Sr., giving him an EvilMakeover and installing a MoralityDial. However, Dr. Z was arrested in a drug bust before Vendata awoke, leaving the abandoned cyborg to become a wholly independent villain rather than a lackey of Z. This is played straight for being made into a servant of Jonas. Even his friends and [[EvenEvilHasStandards Dr. Z were disgusted by this]], though Dr. Z decided to exploit him anyways and turn him against Jonas because it was too poetic.
* RetiredMonster: While he committed "a string of high-profile super crimes in the '80s" and earned a seat on the Council of 13, his Guild files note that he has been "inactive" since 1998.
* TheStoic: Even when he's surprised, his tone and facial expression barely change.
-->'''Red Death:''' [...] But Vendata wasn't laughing. No, he suddenly got this real serious look on his face.\\
'''Red Mantle:''' Did he have any other look?\\
'''Dragoon:''' The man was a genuine cy-''bore!''
* TinMan: As a machine, others claim him to be an emotionless husk, although his inner self shows that this is far from the truth and Red Death seems to have picked up on his subtler emotional cues.
* WalkingSpoiler: It becomes much more difficult to talk about him after "Arrears in Science" reveals he's the original Blue Morpho, the Monarch's father, and the possible murderer of Jonas Venture Sr., though he claims he has no memory of that last one.
[[/folder]]
[[folder:Wild Fop (Councilman #2)]]
!!Wild Fop
[[quoteright:220:https://static.tvtropes.org/pmwiki/pub/images/wildfopj.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
-> ''"The Sovereign can be such a queen bitch..."''
A "[[https://en.wikipedia.org/wiki/Fop Fop]]"-themed supervillain who served as Councilman #2.
----
* AttackAnimal: Has a group of attack dogs. The Sovereign [[HoistByHisOwnPetard uses this against him]] in order to kill him, swapping his perfurme with cat urine so that his own dogs would kill him.
* TheDandy: A parody of the [[https://en.wikipedia.org/wiki/Stuart_Restoration English Restoration]]-era "Fop", he wears a powered wig, period appropriate clothes, and is spraying himself with perfume moments before his death. He also speaks in a high and effeminate manner.
* EarlyBirdCameo: Appears in the background as a guest at the Monarch's wedding in the "Showdown at Cremation Creek" two-parter.
* RapeIsASpecialKindOfEvil: In the Guild information video Orpheus receives after being approved for a villain, Wild Fop is featured in a segment where he sexually assaults his "arch" while the video explains how this is against Guild rules.
* ShoutOut: He calls the person he is talking to on the phone right before his death "Bosie", which was Creator/OscarWilde's nickname for his lover, Lord Alfred Douglas. Wilde was a famous "fop" and founding member of the Guild.
[[/folder]]
[[folder:Boggles the Clue Clown (Councilman #4)]]
!!Boggles the Clue Clown
[[quoteright:261:https://static.tvtropes.org/pmwiki/pub/images/boggles.jpg]]
->'''Shoreleave''': [Regarding Boggles] Especially when your ticker taps out behind the wheel of your clown car. Heard it took twenty minutes to pull his hench-clowns out before they could even get to him.
A clown-themed supervillain who liked to leave clues in the form of riddles. An arch-enemy of Captain Sunshine, he served as Councilman #4 and died from a heart attack even before the Sovereign's purge.
----
* AntagonistInMourning: Inverted. His arch-enemy Captain Sunshine is inconsolable and cries into his coffin during his funeral.
* BlackComedy: Invokes it during his funeral, as he has Monseñor, during the eulogy, make a "jack in the box" joke with his own casket because he wants "the last laugh". The mourners are unamused and Red Mantle yells out "too soon!"
* ClownCar: Drove one and it contributed to his death when he suffered a heart attack. It took 20 minutes to pull out his hench-clowns before they could get to him.
* DeathByIrony: He was a clown-themed supervillain that drove a ClownCar stuffed with his henchmen. He suffered a heart attack behind the wheel and it took so long to get his hench-clowns out that he died before medical attention could get to him.
* HairTriggerSoundEffect: According to Monstroso, he punctuated every sentence with a "ludicrous" bicycle horn.
* MonsterClown: He's a clown-themed supervillain who serves on the Guild's Council of 13. He's a pastiche of ComicBook/TheJoker (evil clown) and ComicBook/TheRiddler (penchant for leaving clues in the form of riddles), and he happens to be Captain Sunshine's arch enemy, who is voiced by Creator/KevinConroy, the most prolific ComicBook/{{Batman}} voice actor.
* VillainousFriendship: Red Mantle considered him a friend and seems to be in genuine mourning over his death, while several other council members attend his funeral, including Monseñor who delivers the eulogy. Averted for Dragoon, who "never liked the man".
* WalkOfShame: In the flashback in the FinaleMovie during Bobbi St. Simone's explanation of how the O.S.I. used her to take down members of the Guild, one sequence shows Boggles being arrested and taken out of his house while handcuffed in just his underwear as a result.
[[/folder]]
[[folder:Monseñor (Councilman #6)]]
!!Monseñor
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/monsenor.png]]
->'''Voiced by''': Larry Murphy
-> ''"I have youth group tonight..."''
A luchador/priest-themed supervillain who served as Councilman #6.
----
* AffablyEvil: He's never witnessed doing anything actually evil, with his screen time being to deliver Boggles' eulogy and to mention how he teaches a youth group so he's unable to join the other councilors at Don Hell's nightclub.
* GasChamber: Killed by Sovereign pumping poison gas into his Guild Council chamber. He dies quickly while Watch and Ward are able to rescue the other remaining councilors.
* MaskedLuchador: His theme, including a classic mask, while having the cliché Catholic priest theming as well.
* PunnyName: "Monsignor" is a formal way to address a high-ranking member of the Catholic church and "Señor" is, of course, Spanish for "Sir". He's a luchador/priest-themed villain.
* ShoutOut: To [[https://en.wikipedia.org/wiki/Fray_Tormenta Fray Tormenta]], aka "Friar Storm", a Catholic priest who wrestled as a masked luchador to raise money for an orphanage.
* SinisterMinister: He's a supervillain luchador/priest who serves on the Guild's Council of 13.
* SombreroEqualsMexican: Wears one, along with a luchador mask, and is strongly implied to be Mexican with the requisite accent.
[[/folder]]
[[folder:Don Hell (Councilman #7)]]
!!Don Hell
[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/donhell_2.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
-> ''"Why don't you all swing by my place tonight? Drinks on the house!"''
An "underworld"-themed supervillain and famed torturer, he served as Councilman #7.
----
* ActuallyNotAVampire: There is no indication that he's actually a vampire (which do exist in the Venture-verse), but his general "underworld"-theming, fang-like teeth, and high-collared cloak definitely give him the aesthetic.
* TheAlcoholic: Likes to drink and owns a nightclub for villains. He actually quotes a line from the Alcoholics Anonymous "big book" immediately prior to unknowingly drinking the acid that kills him.
* ColdBloodedTorture: He's a famed torturer and intends to inflict this on Dr. Venture and Billy when they're caught trying to get into his night club.
* CoolestClubEver: His nightclub is apparently ''the'' place for villains to hang out, from lowly "level-ones" to even the Guild Council themselves.
* EyepatchOfPower: Has one over his right eye and is a supervillain member of the Guild's Council of 13.
* FangsAreEvil: Has a full set of sharpened teeth and is a supervillain member of the Guild's Council of 13.
* {{Hell}}: Not only his villainous surname, but part of his "underworld"-theme.
* HighCollarOfDoom: Has a vampire-like one as part of his costume and is a supervillain member of the Guild's Council of 13.
* HollywoodAcid: Killed via spiked drink that melts him like acid.
* IronicDeath: On two levels. First, he's the proprieter of a villain night club and obvious drinker who is killed via spiked drink. Second, the drink was spiked with acid, which is the torture ("Acid Dip") he was going to let a lucky club patron inflict upon Dr. Venture and Billy in "Bot Seeks Bot".
* NoCelebritiesWereHarmed: To Don Hill, a famous New York City night club entrepreneur.
* SpikesOfVillainy: Wears a spiked helment and is a supervillain member of the Guild's Council of 13.
* VampiresOwnNightClubs: While not purely a vampire, he does seem to have an "underworld" theming which fits with his villainous surname and owns a nightclub for villains.
[[/folder]]
[[folder:Steppenwolf (Councilman #9)]]
!!Steppenwolf
[[quoteright:287:https://static.tvtropes.org/pmwiki/pub/images/steppenwolf_87.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"It's not street legal but then, I '''am''' a supervillain..."''
A werewolf-themed supervillain and fan of classic cars, he served as Councilman #9.
----
* AffablyEvil: The only "evil" act we see him perform is driving a non-street legal car and he's easily the friendliest member of the Council, going against the Sovereign's orders to propose a get-together to celebrate the newest council member and offering to drive the others.
* BatPeople: Downplayed in that he's primarily based on a werewolf, but his facial structure and ears more closely resemble those of certain bat species leading to some confusion within the fandom.
* CoolCar: Drives a souped-up classic hot rod which he admits "isn't street legal".
* ExternalCombustion: Killed in the Sovereign's purge via car bomb along with Councilman #10 "Bug Samurai"
* IronicDeath: A fan of souped-up classic cars, he is killed via car bomb.
* ShoutOut:
** His name is one to the classic rock band Music/{{Steppenwolf}} (which itself was taken from the Creator/HermannHesse [[Literature/{{Steppenwolf}} novel of the same name]]).
** His CoolCar is based heavily on the one driven by Series/TheMunsters.
** He and Red Mantle discuss villains getting together and racing souped-up cars ''WesternAnimation/WackyRaces''-style (which Dragoon [[ScatterbrainedSenior outright conflates with the show itself]]).
* VillainousFriendship: He is very friendly with the other councilmembers while he and Councilman #10 got lunch together right before they're killed in the Sovereign's purge.
* WolfMan: An undersized version, he's covered in hair and has longer, floppier, almost bat-like ears compared to most examples.
[[/folder]]
[[folder:"Bug Samurai" (Councilman #10)]]
!!"Bug Samurai"
[[quoteright:254:https://static.tvtropes.org/pmwiki/pub/images/councilor10.jpg]]
Never named in the show but listed as "Bug Samurai" in creator notes, Councilman #10 is a bug/samurai-themed supervillain.
----
* BugsHeraldEvil: He's a bug-themed supervillain and serves on the Guild's Council of 13.
* DrinkBasedCharacterization: His armor has a Samurai-look to it, his helmet and belt are drawn from Series/KamenRider[='s=], and, to tie the whole "Japanese" theming together, his drink of choice (as revealed at Don Hell's night club) is a [[https://en.wikipedia.org/wiki/Kamikaze_(cocktail) Kamikaze]].
* ExternalCombustion: Killed via car bomb along with Steppenwolf.
* IntelligibleUnintelligible: Steppenwolf, and possibly the other councilmembers as well, can apparently understand his bug-like clicking without issue.
* {{Samurai}}: His armor looks like bug-themed Samurai armor and he's listed specifically as "Bug Samurai" in creator notes.
* ShoutOut: His bug-like helmet and "Typhoon"-like belt are spitting images of Series/KamenRider[='s=].
* TheUnnamed: His actual name is never revealed before his death. He is simply referred to as "Bug Samurai" in creator notes.
* VillainousFriendship: He was getting lunch with Steppenwolf immediately prior to the Sovereign's purge which kills them both.
* TheVoiceless: Does not speak in any recognizable human language, simply insectoid clicking.
[[/folder]]
[[folder:Mommy Longlegs (Councilman #11)]]
!!Mommy Longlegs
[[quoteright:130:https://static.tvtropes.org/pmwiki/pub/images/mommylonglegs.jpg]]
->'''Voiced by''': Creator/PagetBrewster
->''"The grandkids are visiting!"''
An arachnid-themed supervillain and noted grandmother, she served as Councilman #11.
----
* AffablyEvil: We never see her actually engage in any acts of evil, with her visiting/commenting on her family that she genuinely cares about.
* ArachnidAppearanceAndAttire: Is named after an arachnid, wears all black, had red compound eyes, and has the famous black widow red "hourglass" on her chest.
* DueToTheDead: Dr. Mrs. the Monarach briefly mourns her death and promises to deliver the news to her colony personally.
* EarlyBirdCameo: Quite possible the earliest of any Guild councilor, showing up in the background of Dr. Venture's yard sale in season one's "Tag Sale, You're It!".
* EvenEvilHasLovedOnes: She dotes over her grandchildren and genuinely seems to care for her "family" despite being a Guild councilor.
* HiveMind: She speaks with multiple voices at once and in a "communal language of the colony" when she senses danger.
* MultiArmedAndDangerous: She has six arms (giving her the eight limbs of an arachnid including her legs) and is a supervillain councilor for the Guild.
* MultipleGunshotDeath: Killed by automatic fire from a Slaughterbot while escaping the Guild HQ following the Sovereign's betrayal.
* OlderThanTheyLook: She's a grandmother and, given that the Guild hasn't inducted a new councilor in "decades" before Phage, cannot be all that young. However, the humanoid parts of her body are youthful and shapely.
* PunnyName: Based on the archanid species [[https://en.wikipedia.org/wiki/Daddy_longlegs Daddy Longlegs]], replacing "Daddy" with "Mommy", and she is very tall for a woman with long legs.
* SpidersAreScary: Her name, motif, and occupation as a Guild councilor all play into it. However, she actually seems to be a caring grandmother to members of her colony.
[[/folder]]
[[folder:The Nerve (Councilman #12)]]
!!The Nerve
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/thenervej.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"And, ah, na na, I'm on the moon!"''
A supervillain who is a brain and nervous system inside a human-shaped, fluid-filled, apparently glass body. He served as Councilman #11.
----
* ArtisticLicenseAnatomy: His eyes are set directly within his brain, when in reality, they're connected by several inches of optic nerve.
* BlatantLies: He tries to get out of the Council outing to celebrate their new member by claiming he's "on the moon". Red Mantle calls him out on it.
* BrainInAJar: A brain, plus eyes and a nervous system, in a glass jar-like body.
* DumpsterDive: His body is found, shattered and leaking, in a dumpster following the Sovereign's purge.
* SpeechImpediment: Has one that causes him to insert "ah" and "na" sounds into his sentences.
* ShoutOut: His appearance is ''Franchise/TeenageMutantNinjaTurtles'' villain "Mutagen Man", who is likewise human organs inside of a glass, fluid-filled container.
[[/folder]]
!!Wide Wale's Sub-arches
Various high-ranking Guild villains to whom Wide Wale subcontracted his arching of Dr. Venture.
[[folder:Haranguetan]]
!!Haranguetan (Ronnie)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/haranguetan.jpg]]
->'''Voiced by''': Steve Rattazzi
->''"STRIKE ME!"''
A high-ranking Irish-American supervillain with some simian traits.
----
* TheAlcoholic: His Haranguetank is filled with empty whiskey bottles and his ex-wife works at a bar. She admits that he beats her while drunk.
* AwesomePersonnelCarrier: His vehicle is the "Haranguetank", an armored RV. It's the only thing his ex-wife wants back from him after he's dead.
* BloodKnight: Really wants a good fight with Brock during his arching on Dr. Venture, even demanding that Brock "strike" him.
* DisneyVillainDeath: Is killed after getting punched into a deep pit by 21/Kano while under the influence of "God Gas".
* DomesticAbuse: Is said to get drunk and beat his wife.
* EvenEvilCanBeLoved: Despite his many horrific traits, including outright DomesticAbuse, his ex-wife is upset to learn of his death and attempts to [[AvengingTheVillain avenge him]].
* FightingIrish: A supervillain with a thick Irish accent, large muscules, and BloodKnight tendencies.
* FrazettaMan: While mostly human, he does have some traits of apes and is an extremely violent supervillain.
* HotBloodedSideburns: Has a pair of fur-like muttonchops and is extremely quick to anger.
* MushroomSamba: Is experiencing one after being exposed to Dr. Venture's "God Gas" when he's (accidentally) punched in a pit by 21/Kano.
* NoHoldsBarredBeatdown: Beats Sgt. Hatred so severely during their first meeting that it sends him to the hospital.
* PunnyName: "Harang" means to "insult or harass", while "orangutan" is a type of great ape. He is a villain with ape-like features who loves to fight.
* TopHeavyGuy: His upper body is much bulkier and more muscular than his legs. Fitting, given his simian traits.
* VigilanteExecution: Subverted as, while it appears to the Guild that he's been killed by the suddenly returned vigilante, The Blue Morpho, 21/Kano only punched him, not intending to kill him, while he fell into the pit Wide Wale's previous arch attempt on [=VenTech=] Tower created.
* WeaponForIntimidation: He carries a large caliber revolver but reveals that it isn't loaded. He prefers to fight with his fists.
* WouldHitAGirl: Drunkenly beats his wife. In what can be seen as karmic, his first attempt to arch Dr. Venture fails when Warriana knocks him out from behind.
* YouNeedABreathMint: Noted to have ''extremely'' foul-smelling breath by the other characters.
[[/folder]]
[[folder:Battleaxe]]
!!Battleaxe
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/battleaxe.jpg]]
->'''Voiced by''': Barbara Rosenblatt
-> ''"Let me just go put me face on."''
Haranguetan's ex-wife who runs a dive bar. After learning of his death, she seeks revenge on Dr. Venture who she believes to be responsible.
----
* AvengingTheVillain: Believing that Dr. Venture killed her husband, she drives to his tower to take revenge.
* BadGuyBar: Runs a divey tavern where the other patrons are known Guild villains.
* BallisticDiscount: Downplayed in that she doesn't kill him, but she knocks out the impound lot attendant while taking back the Haranguetank.
* BrutishCharacterBrutishWeapon: She's a loud, loutish supervillain who wields a massive battleaxe as a weapon.
* DrivesLikeCrazy: Not helped by the revelation that her ex-husband was apparently killed by Dr. Venture setting her off immediately before getting behind the wheel of the "[[AwesomePersonnelCarrier Haranguetank]]", but she drives like a complete psycho on her way to [=VenTech=] Tower, ultimately resulting in the accident that cripples both her and Think Tank.
* EvenEvilHasLovedOnes: She has little good to say about her ex-husband who was outright [[DomesticAbuse abusive]] of her, but she still gets upset and seeks to avenge him when he dies.
* FightingIrish: She's an aggressive, short-tempered villain with a vaguely {{Scotireland}} accent.
* MeaningfulName: She not only wields an actual battleaxe as a weapon, but a "battleaxe" is an archaic derogatory term for an "aggressive or overbearing" woman, which is very fitting given her personality.
* PeltsOfTheBarbarian: Her villain costume is mostly leather with a rough-hewn skirt in this vein.
* ThisMeansWarpaint: What she means by "put[ting] her face on" after learning of her ex-husband's death. She applies "woad"-style warpaint before going out to seek revenge.
* YeOldeButcheredeEnglishe: Her divey tavern is named "Ye Olde Battleaxe".
[[/folder]]
[[folder:Think Tank]]
!!Think Tank (Dr. Nidaba)
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/vb6111jpg.jpeg]]
->'''Voiced by''': Creator/JeffreyWright
->''"Your position is untenable."''
A high-ranking villain whose day job is as a philosophy professor at Stuyvesant University. He has psychic powers, a massive head, and drives a purple tank while arching.
----
* AffablyEvil: He's one of the most genuinely polite supervillains in the Guild. He makes sure his student, Dean, doesn't go home the night he plans on launching an attack, and he seems to want a worthy adversary.
* AntagonistInMourning: After being rendered comatose, the superhero Stars and Garters visits him in the hospital and plays guitar for him after being told music helps in the healing process. Given his team member, Warriana has apparently battled him in the past, it can be presumed Stars and Garters was one of Think Tank's "jock" nemeses.
* AwesomenessByAnalysis: He deduces that Dean was attacked by Wide Wale and visited someone in the hospital based on stains and scents. Also doubles as an EstablishingCharacterMoment to show off his extreme intelligence.
* BrainsEvilBrawnGood:
** Think Tank is disappointed that he's often pitted against "jock" heroes instead of a fellow genius. It's one of the reasons he's so excited to get a scientist nemesis like Rusty. Unfortunately, Rusty doesn't [[BrilliantButLazy exactly live up to his expectations]]...
** Once Brock gets to him, the two fight in this fashion. The brawny Brock comes at him with a knife while slinging childish insults like "Stink Tank", and even Think Tank being several strategic steps ahead (trapping his arm in a telekinetic shield with a cannon pointed at his chest) is lost on Brock until he's blasted out a window.
* ConvenientComa: After Battleaxe runs him over, he ends up comatose. He is still there and even shares a hospital room with Rusty in "The High Cost of Loathing".
* EvilTeacher: He's a supervillain philosophy professor. In a twist, he acts like a CoolTeacher--at least in the sense he cares about his students, like Dean, whom he warns to stay away from the place he plans to attack later.
* {{Expy}}: He's an obvious parody of Marvel's [[Characters/MarvelComicsAIM MODOK]], being a large-headed, highly intelligent villain who gets around in a weaponized external apparatus.
* FriendlyEnemy: He ''tries'' to be this to Rusty, whom he mistakenly believes to be a WorthyOpponent, but given that it's ''[[PoliteVillainsRudeHeroes Rusty]]'', it's taxing.
* MeaningfulName: Ni''s''aba was the Sumerian goddess of, among many things, learning and writing. A fitting basis for the surname of an intellectual supervillain.
* MindOverMatter: He fights with telekinetic powers, able to [[BarrierWarrior create shields around him]] or channel them through his "tank" cannon to create a powerful blast.
* MyBrainIsBig: He has a comically huge head in contrast to his small body. He is also highly intelligent and possesses telekinetic powers.
* NoCelebritiesWereHarmed: In terms of facial appearance, he strongly resembles [[https://en.wikipedia.org/wiki/Cornel_West Dr. Cornell West]] while also being a highly intelligent professor.
* NoodleIncident: Whatever happened between he and Warriana was bad enough that she gets very upset and agrees to help Brock take him out when she learns that it's him arching the Ventures.
* NotQuiteDead: Seemingly killed when Battleaxe accidentally runs him over, it turns out he survived and is comatose.
* PetTheDog: Advises his student Dean to avoid going home that night, so Dean won't be in danger while he arches Dean's father.
* PoliteVillainsRudeHeroes: Think Tank comes to Rusty expecting an enemy who can provide him the intellectual match he seeks and, despite breaking into his building, treats their encounter like meeting a new neighbor. On the flip side, Rusty treats him as an annoyance due to the number of villains barging in that he's already had to deal with.
* ScaryBlackMan: Zig-zagged because he's not physically threatening, being a tiny guy with a huge head, but he is a dangerous supervillain with telekinetic powers. Not that those would be obvious to the cabs who don't stop for him over the course of about 10 minutes in Midtown...
* SmartPeoplePlayChess: This was his goal of arching Dr. Venture, a game of {{TabletopGame/chess}}. Unfortunately for him, Rusty doesn't know how to play chess...
* SuperWheelchair: While he can walk, he prefers to get around in a floating Professor X-style wheelchair in civilian mode and a purple tank that he can channel his telekinetic powers through in villain mode.
* WorthyOpponent: He deems Rusty to be more of an intellectual equal than previous heroes he's had to fight. Clearly, he has no idea ''which'' Dr. Venture he got. While Rusty is smart, he has no patience and dislikes chess. J.J. would have been a better fit for him.
[[/folder]]
[[folder:Doom Factory]]
!!Doom Factory
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/venture_bros_it_happening_one_night_09.png]]
[[caption-width-right:350:The group's leader, Wes Warhammer]]
-> '''Parody WesternAnimation/{{Superfriends}} Narrator:''' Ten of the most ruthlessly self-involved villains on Earth loosely align forces against the powers of good.
The Doom Factory is a group of "post-modern artist" supervillains, led by Wes Warhammer. Other members are Frigid, Serpentine, Eenie-Meanie, Gerard the Gorilla, Trashenstein, Black Mariah, Ultra-Violent, Billy Maim, She-Hemoth, and Hard Candy.
----
* AttentionDeficitOohShiny: Warhammer apparently tends to get wrapped up in a passion project, then find a new muse and involve them in said project, only to lose interest just as quickly. This was a trait his real-life inspiration, Andy Warhol, had as well.
* BewareTheSillyOnes: Yes, they're extremely eccentric and gimmicky, but they were able to pull off a completely successful heist, robbing Rusty blind with effectively zero problems.
* BunnyEarsLawyer: Despite their eccentricities (even by supervillain standards), they are pretty effective at what they do. They manage to infiltrate and set up their party within the [=VenTech=] Penthouse without anyone noticing, they tranquillize Sgt. Hatred, immediately prevent Rusty from calling Brock for help, then rob him blind, ''and'' (from Rusty's perspective) get away with it, all of which comes across as pretty impressive. The only thing they were unable to account for being the Blue Morpho appearing as a sudden SpannerInTheWorks. Granted Dr. Venture is not the most astute or attentive individual and Sgt. Hatred was still healing from his injuries, but the fact that they rank up high enough in the Guild's ranks to be allowed to arch him speaks volumes.
* {{Cloudcuckoolander}}: Warhammer operates on another level entirely. Best exemplified in his final exchange with Rusty:
--> '''Warhammer''': Somebody gave me this communicator watch. I think it was Eenie. Yeah, yeah it was Eenie. And-and she said I could talk to God with it, but I-I don't have anything to say ''[his lip briefly trembles]''. Here ''[gives it to Rusty]'' n-now you can talk to God.
* ConfusionFu: Their "arching" of Dr. Venture is to throw a huge party in his penthouse to distract him while robbing him blind. According to the Guild files on the Doom Factory ([[FreezeFrameBonus briefly brought up by 21]]), they also case minor annoyances and destruction in the homes of their arches:
--> ''"The Warhammerian HAPPENING: An event-based assault on the home, belongings, and person of his intended arch. Wracking up huge phone bills, clogging toilets, emptying food stores, etc. The victims are often coerced into shameful or compromising movies and photo-shoots that are later used as blackmail."''
* DrugsAreBad: They are villains and they provide an entire candy store's worth of drugs for their parties.
* {{Expy}}: The Doom Factory itself is obviously one for the [[{{WesternAnimation/Superfriends}} Legion of Doom]], they even have a lair that rises up from the murky depths and flies. The "Factory" was the nickname for Andy Warhol's studio and each member is a hybrid of a Legion of Doom villain and a Warhol associate.
* LegionOfDoom: A parody of the TropeNamer. Each member is a hybrid of Legion of Doom villain and an Andy Warhold "Factory" associate, while their headquarters rises up out of the water. They are even introduced by a parody WesternAnimation/{{Superfriends}} narrator at the start of the episode.
* MadArtist: More of a gimmick than a motivation (understandable considering they are based on famed pop artist Andy Warhol and the Warhol Superstars), but they are referred to as " a part of this new breed of [[PostModernism Post-Modern]] artsy villain" by 21 and have had an article of [[TheMagazineRule Modern Villain]] done on their hideout. Their big plan involves throwing a party at their arch's home (in this case being Rusty Venture's penthouse) where they proceed to rob them blind in the chaos. They fill their lair and the penthouse with metallic mylar-balloons filled with helium similar to the Andy Warhol and Billy Klüver's "Silver Clouds", Gerard Gorilla is always seen making screenprints, they send a threat in the form of a ScreamerPrank referencing the art film ''Film/Empire1964'', Warhammer distracts Rusty by making him the star of a minimalist film, they fill the penthouse with ''Marilyn Diptych''-esq depictions of Rusty Venture, etc.
* NoCelebritiesWereHarmed: All of them are based on individual members of Warhol's cohort, with added elements of various comic book villains.
** Their leader, Wes Warhammer, is a mix of ComicBook/LexLuthor and pop artist [[Creator/AndyWarhol Andy Warhol]].
** Frigid is [[Characters/TheFlashTheRogues Captain Cold]] and Brigid Berlin.
** Serpentine is [[Characters/BatmanTheRiddler The Riddler]] and Ondine.
** Eenie-Meanie is obscure DC superheroine Bumblebee and Edie Sedgwick.
** Gerard the Gorilla is [[Characters/TheFlashRoguesGallery Gorilla Grodd]] and Gerard Malanga.
** Black Maria is [[Characters/DCEUBlackManta Black Manta]] and Paul Morrissey.
** Trashenstein is [[Characters/JusticeLeagueOtherVillains Solomon Grundy]] and Joe Dalessandro.
** Ultra-Violent is [[Characters/GLStarSapphireCorps Star Sapphire]] and Ultra Violet.
** She-Hemoth is [[Characters/WonderWomanVillains Giganta]] and Holly Woodlawn.
** Billy Maim is [[Characters/WonderWomanCheetah Cheetah]] and Billy Name.
** Hard Candy is [[Characters/SupermanBizarro Bizarro]] and Candy Darling.
* PunnyName: They're a mash-up of DC's LegionOfDoom and Andy Warhol's "Superstars" who populated his creative space known as "The Factory", with each individuals name also being a punny mash-up in this manner.
* SissyVillain: While only brief, Warhammer's first interaction with Rusty comes across as very suggestive.
--> '''Warhammer''': Hi. You must be Rusty. Wow, it's -- it's so great to finally meet you. You're really such a beauty. [''He takes off Rusty's glasses.'']\\
'''Rusty''': Please, don't hurt me.\\
'''Warhammer''': You're the boss, applesauce.
* VigilanteExecution: They are killed by the Blue Morpho's bombs placed inside their headquarters while they were away arching Venture.
* WholeCostumeReference: Trashenstein, as his name suggests, is based on Joe Dalessandro's look in ''Film/FleshForFrankenstein'' (nude and covered in stitches, with bandages over his genitals), combined with the long hair and headband he wore in ''Trash''.
[[/folder]]
[[folder:Wandering Spider]]
!!Wandering Spider
[[quoteright:500:https://static.tvtropes.org/pmwiki/pub/images/wanderingspiderjpg.jpg]]
[[caption-width-right:500:Left: legs contracted, Right: legs extended]]
->'''Voiced by:''' Hal Lublin
->'''The Monarch''': Oh please, [Wandering Spider] is a has-been and a lush.
->'''21''': He killed Mr. Energy!
->'''The Monarch''': Oh please, Mr. Energy electrocuted himself watering his lawn. Wandering Spider just altered his report to live off of his arching insurance.
A spider-themed level ten supervillain with extending mechanical legs.
----
* AssholeVictim: {{Downplayed|Trope}} as the audience never actually sees him do anything evil, but he spends most of his on-screen time begging for his life from 21 and ''is'' a level ten supervillain, certainly having done something evil to achieve that rank.
* EvenEvilHasLovedOnes: He is a level ten supervillain (despite not being shown doing anything evil on-screen) and has a loving wife, who mourns hid death and slaps Dr. Mrs. the Monarch for allowing him to be out "arching" with a vigilante like the Blue Morpho on the loose.
* {{Expy}}: Of [[Characters/MarvelComicsOttoOctavius Doctor Octopus]] with his four additional mechanical legs, glasses, and green-and-orange track suit all matching up.
* InsuranceFraud: He allegedly killed his former arch-enemy, Mr. Energy, but the Monarch reveals that Mr. Energy accidentally killed himself and Wandering Spider simply took credit to live off of his "arching insurance".
* NeverFoundTheBody: He was presumed dead and a funeral was held for him due to 21 (acting as Kano) making him call Dr. Mrs. The Monarch and leave a voicemail stating that he's been abducted by the Blue Morpho. His actual fate is ambiguous, with a shot of his mechanical legs extending out of a shallow grave shown at the end of the episode, 21 washing blood off of the Morphomobile at the start of the next, and 21's later GuiltInducedNightmare showing him as a corpse implying that he's dead.
* PunnyName: He's AmbiguouslyBrown, speaks with an indeterminate (vaguely Latino) accent, his costume includes four mechanical legs (giving him a total of eight limbs), and his name comes from the [[https://en.wikipedia.org/wiki/Phoneutria_nigriventer Brazilian Wandering Spider]]. He's possibly "Brazilian" and has "wandered" up to New York City where he's a "spider"-themed villain.
* TranquilizerDart: His weapons, aside from his mechanical legs, are neurotoxin darts implied to be [=PhTx3=] (the one actual Brazilian Wandering Spiders produce) based on 21 getting paralysis and priapism when he is accidentally "stung".
* VigilanteExecution: In order to deflect suspicion from him being the Blue Morpho, the Monarch goes out arching while 21, as Kano, kidnaps Wandering Spider. 21 forces him to send a message to Dr. Mrs. the Monarch stating that he's been taken by the Blue Morpho at the same time the Monarch is arching Dr. Hiney. 21 then (apparently) kills Wandering Spider and leaves him buried in the Pine Barrens.
* WoundedGazelleGambit: 21 uses one on him (based on Buffalo Bill's in ''Film/TheSilenceOfTheLambs'') to lure him into a car to be kidnapped.
[[/folder]]
[[folder:Ramburglar]]
!!Ramburglar
[[quoteright:908:https://static.tvtropes.org/pmwiki/pub/images/ramburglar.jpg]]
->'''Voiced by''': Creator/MarkGagliardi
A high-level ram-themed supervillain.
----
* TheBigGuy: His role in Copycat's heist team, being the most physically imposing member of the team.
* GruesomeGoat: He has ram horns and is a high-level supervillain in the Guild.
* InstitutionalApparel: Wears a classic black-and-white striped prisoner shirt, drawn from the Hamburglar.
* PortalCut: He falls headfirst into the active teleporter, effectively beheading him.
* OffWithHisHead: Via Rusty's [[PortalCut teleporter]] during the heist. It continues to roll around in the panic room.
* PunnyName: He has rams horns, his costume is based on the [=McDonald's=] Hamburglar character, and he's a "burglar" attempting to pull off a heist.
* ShoutOut: His name and costume are based on the [[Advertising/McDonaldland Hamburglar]], a UsefulNotes/McDonalds mascot that would try to steal hamburgers from Ronald [=McDonald=].
[[/folder]]
[[folder:Maestro Wave]]
!!Meastro Wave
[[quoteright:435:https://static.tvtropes.org/pmwiki/pub/images/maestrowave.jpg]]
[[caption-width-right:435:Left: His Guild file image in-costume, Right: as a captive]]
-> '''Voiced by''': Creator/MishaCollins
A high-ranking supervillain with apparent control of microwave energy.
----
* AssholeVictim: Is murdered by Red Death. Seeing as how he killed and ate The Termite (and likely the other corpses in the room as well) in a fit of paranoid rage, no sympathy is given.
* AtomicSuperpower: A downplayed case in that he can apparently control ''microwave'' energy, exhibited by him warming a cup of tea with his hands.
* ClosedCircle: Spends the entirely of "Red Means Stop" trapped and shackled inside a bathroom, then is killed at the end.
* ImAHumanitarian: Has killed and eaten the buttocks of his fellow prisoners out of the belief that the food his captor has given him is poisonous. [[AllForNothing It's not]].
* PickyPeopleEater: Cannibalizing his fellow prisoners [[BlackComedy is shifted from horrific to funny]] by the fact that, for some reason, he only eats the meat off their buttocks.
* PunnyName: A "maestro" is a highly talented musician who can often be found conducting an orchestra and his apparent power is to control microwaves, demonstrated by him warming a cup of tea with his hands, thus, "Maestrowave".
* ProperlyParanoid: [[SubvertedTrope Subverted]]. He earnestly believes that the food provided is poisoned and that his captor is just toying with him, but that is not really the case.
* SanitySlippage: Being trapped inside a bathroom for weeks has turned him into a paranoid and insane wreck.
[[/folder]]
[[folder:The Termite]]
!!The Termite
[[quoteright:394:https://static.tvtropes.org/pmwiki/pub/images/termite.jpg]]
[[caption-width-right:394:Left: His Guild file image in-costume, Right: as a captive]]
-> '''Voiced by''': James Adomian
A high-ranking termite-themed villain.
----
* AloneWithThePsycho: Slowly realizes that Maestro Wave, the only other (living) prisoner, has gone insane, has killed and eaten the other prisoners, and is already plotting to kill him.
* AnimalThemedSuperbeing: A supervillain themed around termites.
* AssholeVictim: {{Downplayed|Trope}} as the audience never actually sees him do anything evil, but he spends most of his on-screen time panicking from imprisonment and AloneWithThePsycho, and he ''is'' a high-ranking supervillain, certainly having done something evil to achieve that rank.
* BludgeonedToDeath: Has his head bashed with a pipe by a [[SanitySlippage driven to insanity]] Maestro Wave.
* ClosedCircle: Spends the entirely of "Red Means Stop" trapped and shackled inside a bathroom, then is killed by the end.
* StraightMan: To Maestro Wave, at least for the first half of their episode.
* TermiteTrouble: Is a termite-themed supervillain, including a power suit and helmet with mandibles that can chew through even metal and concrete.
* YoureNothingWithoutYourPhlebotinum: His power as a villain comes from his termite-themed power suit and helmet. If he had it, he would have been able to free himself and Maestro Wave easily, which they each lament.
[[/folder]]
!Membership
[[folder:King Gorilla]]
!!King Gorilla
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/king_gorilla_1812.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Monarch''': Oh this isn't gay. But King Gorilla over there is! And I bet he can't wait to snap off a piece of your dick in his ass!
->'''King Gorilla''': ''[Kissy lips]''
A talking gorilla supervillain who served time in prison alongside the Monarch, who he helps to escape. Dying from lung cancer, he makes a deal with the Investors to get out of prison...for a price.
----
* AndShowItToYou: Is killed via the Investors using their [[IntangibleMan intangibility]] to reach into his chest and pulled out his heart. He's still alive long enough to see it.
* BackForTheDead: He's last seen in the season two opener helping the Monarch to escape from prison. He returns in season four, with it being revealed that he got out of his life sentence while suffering from terminal lung cancer. It turns out this was a deal made by the Investors and his payment is donating his heart to Monstroso.
* BlackComedyRape: His life sentence comes from "evicerating and sodomizing [[Music/MotleyCrue Vince Neil]] on live television". While in prison, he's common committer of PrisonRape. He even receives a "Statutory Ape" t-shirt as a gag gift for his birthday (which he's delighted with), implying he's somewhat known for this in the villain community. All of it is played for comedic value.
-->'''King Gorilla''': Hey! I only sodomized half of him!
* CaptainErsatz: To two DC Comics villains, Gorilla Grodd and Monsieur Mallah (the latter of whom is also gay).
* FaceDeathWithDignity: When The Investors come to collect his heart. He doesn't panic, just gruffly tells them to get it over with.
* HeroicSacrifice:
** Despite being threatened by the Guild against assisting the Monarch, he still helps the Monarch because he sees that his love for Dr. Girlfriend is genuine.
** Later, while dying from lung cancer, he gives his heart to a dying Monstroso, via the Investors who arranged his release from prison in return.
* IncurableCoughOfDeath: His lung cancer proved to be fatal. Or rather ''would'' have been fatal, had the Investors not ripped out his heart to give to Monstroso first.
* KillerGorilla: Well, he is a gorilla supervillain who has "evicerated" at least one person (and likely many others).
* LoveFreak: The only reason he helps the Monarch escape from prison, despite threats from Phantom Limb, is because of how much the Monarch loves Dr. Girlfriend.
* ManiacMonkeys: The Venture universe's contribution to the lineup of "evil-talking gorilla" variety, being a CaptainErsatz of those like Gorilla Grodd and Monsieur Mallah.
* ManlyGay: He's a supervillain gorilla attracted to men with none of the stereotypical mannerisms.
* NoodleIncident: It's never specified exactly what [[Music/MotleyCrue Vince Neil]] did to piss him off enough for him to, in Phantom Limb's words "eviscerate and sodomize" Neil on live television.
* PrisonRape: Implied to engage in this regularly. He even tried to rape The Monarch once, but he couldn't get it up because Monarch looked too much like a girl from behind. He even brought him back to his cell so that he could look at his porn at the same time, but still felt nothing.
* RapeIsASpecialKindOfEvil: Subverted. King Gorilla spends most of the series in prison, even though one of the major perks of Guild Membership is that they have connections to keep its members from seeing the inside of a prison cell. At first it seems like the Guild decided to let him rot in prison because he's a known rapist and wouldn't extend their protection for such a crime. But then we find out it's only because King Gorilla "eviscerated and sodomized [[Music/MotleyCrue Vince Neil]]" on live television, which was too public a crime for the Guild to maintain any plausible deniability or sweep it under the rug.
[[/folder]]
[[folder:Monstroso]]
!!Monstroso
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/monstroso_4001.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->'''Dr. Girlfriend''': Monstroso? That's what this is about? He's the king of the double cross. I mean, think about it, he's a lawyer and a supervillain. That's like a shark with a grenade launcher on its head!
A massive and influential supervillain lawyer, Monstroso's favored brand of villainy is screwing people over with legal loopholes, including both arches and fellow villains alike. He's well-connected when it comes to Guild matters with both SPHINX and the O.S.I. pressing him for information.
----
* AffablyEvil: He's downright nice to Billy, typically a ButtMonkey among [[ButtMonkey Butt Monkies]], in "The Silent Partners". Monstroso brings Billy aboard his CoolShip, sympathizes with his problems, and finall helps him to get laid. Granted he was trying to butter Billy up before asking him to perform a heart transplant, but it's not like he couldn't have simply put a gun to his head or counted on the bribe of becoming a real doctor - he went out of his way to show Billy a good time.
* AmoralAttorney: He's a ''supervillain lawyer''. His favored brand of villainy is to take his targets down with legal loopholes and, of course, double-crosses. And based on the diploma hanging in his office in "Pinstripes and Poltergeists", he has a degree from Harvard.
* AscendedExtra: We first hear about Monstroso in the henchman-published book that leads to the Monarch and Dr. Girlfriend's break-up in the first season.
-->'''Monarch''': And there's this picture of you in Monstroso's lap!\\
'''Dr. Girlfriend''': That was at a party. Look at his lap! There's like five people on there!
* BigBeautifulMan: We've gotten enough looks at him shirtless to confirm that he's got a great physique for his size. The fact that Molotov Cocktease dropped her famous chastity belt just for him already speaks volumes.
* BillyNeedsAnOrgan: He requires a heart transplant and, given his size, not just any will do. He makes a deal with the Investors who then make a deal with King Gorilla to get him released from prison in exchange for his heart prior to his death from lung cancer. Billy then transplants it into Monstoso.
* TheBrute: Subverted. He's an AmoralAttorney [[ManOfWealthAndTaste Of Wealth And Taste]] who happens to be a ten-foot-tall wrestler.
* CardCarryingVillain: Subverted in that it's only when he's dealing in Guild business. He appears to run a genuine law office as a "day job" and keeps his villainy separate. He only puts on his "devil hood" when working with those from the Guild.
* ChainOfDeals: He needs a new heart, so he makes a deal with the Investors to get him one. They make a deal with King Gorilla to get him out of prison for his final days while dying from lung cancer in exchange for his heart. Monstroso then gives Billy a medical degree in exchange for him transplanting the heart.
* ChronicBackstabbingDisorder: Double-crossing is his MO, and it's perfectly allowable (and ''encouraged'') by Guild law. The Monarch finds out the hard way when he goes to Monstroso to help him arch Venture, only to learn that Monstroso is planning on seizing both Venture's estate ''and'' the Monarch's.
* CigarChomper: Loves his cigars and offers one to the Monarch about four times in their first 90 seconds together until the Monarch finally takes one.
* CutLexLuthorACheck: {{Averted}}. It's heavily implied that he is also a practicing attorney in his civilian life, which he keeps mostly separate from his "Guild business," which might explain his substantial wealth.
* DarkLordOnLifeSupport: During the second half of the fourth season, while recovering from heart transplant surgery.
* DisneyVillainDeath: Seemingly dropped to his doom from the O.S.I. Helicarrier by The Investors.
* EvilSoundsDeep: Has an inhumanly deep voice, which fits with his devil motif and general supervillain status.
* {{Expy}}: Shares many similarities with Creator/MarvelComics villain, ComicBook/TheKingpin, including his monstrous size, nice suit, and being a businessman running a criminal empire.
* GeniusBruiser: Obviously very intelligent as a high profile lawyer, he also seems to be just as strong as he looks since he actually ''survived'' the epic beatdown delivered by Brock and 21.
* KarmaHoudini: Subverted at the very last minute in his first appearance, where it seems like he'll get away with arching Venture and double-crossing the Monarch, only for 21 and Brock to show up in TheStinger to deliver a beat down.
* LargeAndInCharge: [[http://mantiseye.com/img/caps/507/notes/mugshot-monstroso-full.jpg 7'4, to be specific]] and he runs an apparently well-to-do law office while also being a high-level supervillain.
* LoopholeAbuse: He attempts to arch Dr. Venture (and the Monarch) via ''zoning law'' violations. It's implied that this is pretty typical for him, both the legal loophole abuse and the [[ChronicBackstabbingDisorder double cross]], the latter of which is not only allowed but ''encouraged'' by the Guild.
* ManOfWealthAndTaste: He's a supervillain lawyer businessman with a massive yacht and a taste for fine cigars.
* NamesToRunAwayFromReallyFast: A play on "monstrous" and he definitely deserves it, being a massive supervillain lawyer.
* NeverFoundTheBody: At the end of "O.S.I. Love You", he goes missing after being phased through the wall of the O.S.I. helicarrier and [[DisneyVillainDeath dropped from thousands of feet in the air]].
* NoCelebritiesWereHarmed: In addition to his basis as an {{Expy}} of The Kingpin, he also shares some traits with [[http://en.wikipedia.org/wiki/Anton_LaVey Anton LaVey]], founder of the Church of Satan, including his facial hair, devil hood, and general devil motif. Hilariously this gives him a motif similar to one of Kingpin's [[ArchEnemy archenemies]]: ComicBook/{{Daredevil}}.
* OhCrap: When The Investors appear during his interrogation on the O.S.I. Helicarrier, he has a severe freakout. Nothing had fazed him before, from fighting 21 and Brock simultaneously to being at the mercy of the O.S.I. Against the Investors, he's scared witless.
* RunningGag: He offers the Monarch a cigar four times in about ninety seconds.
--> '''The Monarch''': Fine, yes! Gimme a fucking cigar!
* SmugSnake: Trying to defeat both the Venture family and The Monarch simultaneously... with ''zoning law'' fine print. Then he has the audacity to mock 21 for apparently showing up alone to fight him, before 21 reveals that he brought along ''Brock Samson''.
* SquareCubeLaw: Though it doesn't seem to be as bad as Humongoloid, it's suggested he has similar problems with moving, breathing, and stamina. That he had to get his heart transplanted from a giant gorilla speaks volumes.
* TheStoolPigeon: After being captured by the O.S.I. in "O.S.I. Love You", he doesn't hesitate for a second to spill everything he knows about the Guild, the Council of 13, and even offers photos taken from a secret pinky ring camera. The Investors quickly ([[NeverFoundTheBody apparently]]) eliminate him to stop his squealing.
[[/folder]]
[[folder:Torrid]]
!!Torrid
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/torrid_3800.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"Save my place in the queue. There's something I feel I must do. Something'' [[NameDrop torrid]]."
The Order of the Triad's Guild-sanctioned, fire-themed archenemy.
----
* ArchEnemy: Officially the "guild-sanctioned" arch enemy of the Order of the Triad.
* CaptainErsatz: Of Pyro from the ComicBook/XMen (matching powers and ethnicity, although Torrid can create flame and also teleport) wearing ComicBook/{{Deadman}}'s costume with Dormammu's (from ''Comicbook/DoctorStrange'') mystical connections.
* GassHole: Much fuss is made over the smell he leaves behind in the Venture bathroom.
* GenreBlindness: In "The Better Man", while summoning and attempting to control the "hell beast from hell". Not only does it disobey, but it tosses him right back into the portal.
* {{Hellgate}}: Begins "The Better Man" opening one, summoning an EldritchAbomination-like creature out of it, while the Order of the Triad attempts to stop him.
* IHaveYourWife: Lands the job as the Order of the Triad's arch after he "kidnaps" Orpheus' daughter, Triana. Downplayed in that she's actually safe, having been teleported to a tropical island, but the Triad doesn't know that when Torrid tells them.
* LandDownUnder: He speaks with an Australian accent and is based, at least in part, on the Marvel character Pyro who is also Australian.
* NeverFoundTheBody: The Order of the Triad believe he's dead following "The Better Man", where he blinks away after petrifying the Outrider. The Guild seems to agree, giving The Alchemist a lecture about how it's not their problem if his arch has been "terminated by a third party".
* PlayingWithFire: Being a CaptainErsatz of Pyro, although he can create the flames himself and also teleport.
* TeleportSpam: A fiery version, though he uses it more to dodge than to attack.
* WoundedGazelleGambit: Begs the Outrider for a MercyKill, saying that he's seen too much while inside the "hell portal". When the Outrider goes to do it, Torrid jumps him.
[[/folder]]
[[folder:Augustus St. Cloud]]
!!Augustus St. Cloud
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/venturebrosaugust_9116.jpg]]
->'''Voiced by''': James Urbaniak (Season one), Christopher [=McCulloch=] (Season five onward)
->''"You win this time, but mark my words, and mark them well: I will get you, Quiz Boy!"''
An incredibly rich fanboy and collector of nerdy pop culture, he is a rival to Billy Quizboy and joins the Guild in season five as Billy's official arch.
----
* ArbitrarilyLargeBankAccount: He is the billionaire son of a "plastics magnate" and even claims his "superpower" is the fact he has "lots of money" when applying to the Guild. He can drop millions of dollars on anything, even an entire Greek island, without concern.
* ArchEnemy: To Billy Quizboy, with the two being rival pop culture collectors and St. Cloud still upset about Billy's cheating against him on ''Quizboys''. In fact, he joined the Guild specifically to legally, officially arch Billy.
* AscendedExtra: He appears as a background character throughout the first four seasons, most memorably getting Baron Underbheit's boot in his ass at Rusty's yard sale in season one's "Tag Sale, You're It!"
* TheCollector: Of pop culture props and memorabilia, many of them ridiculously expensive. Billy utterly hates him for this, because he never lets anyone else see them except to show them off and damages them for his own amusement (like altering [[Film/{{Goldfinger}} Auric Goldfinger's]] pajamas so they'd fit him). He also collects albinos.
* CrimefightingWithCash: Inverted. He decides to join the Guild to arch Billy Quizboy and states that his supervillain power is "having a lot of money".
* DidntThinkThisThrough: He breaks into the apartment of Billy's mother Rose and Col. Gentleman in an attempt to intimidate Billy. Gentleman subdues him with ease and happily stands aside as Rose immediately beats him to a pulp when he tells her that Augustus is after Billy.
* EarlyInstallmentWeirdness: In his first appearance in season one's "Tag Sale, You're It!", he has a different voice and personality than what he displays when he's reintroduced as Billy's arch enemy in the season five opener.
* EvilCounterpart: To Billy, sharing his fanboyish obsession with pop culture artifacts. He is also attended by an albino servant who is the silent, athletic, Asian version of Pete White.
* EvilIsPetty: Will often use items from his collection to do little more than anger Billy, such as using a puppet from ''Series/MisterRogersNeighborhood'' (a show Billy loved as a kid) as a ''shower mitt''. When Billy and Pete come to his house to try to barter with him for a flying ship, he agrees on the condition that Billy eat a dollar's worth of pennies. The reason? Billy outbid him for an action figure on eBay by a dollar.
* EvilNerd: Downplayed in that he's much more LaughablyEvil and his "arching" of Billy mostly qualifies as "trolling", but he is a full-fledged (if level one) member of the Guild and is very much a nerd.
* {{Expy}}: He's a rich, snobbish version of [[WesternAnimation/TheSimpsons Comic Book Guy]] (especially his voice).
* FriendlyEnemy: To an extent. He and Billy Quizboy genuinely piss each other off, but at the same time, they obviously both enjoy arching each other, so they're an example of how arching is actually ''supposed'' to go.
* GeekPhysique: Has the classic "short and fat" version while being a StereotypicalNerd and PatheticallyWeak.
* HarmlessVillain: So pathetic as a villain that he really has no good reason to be in the Guild at all. He has an EMA level of one since he's incompetent at anything regarding actual supervillainy and has no weapons or superpowers at his disposal, with only a single henchman. He mostly uses his immense wealth for little more than ''annoying'' Billy or distracting him to steal from him. Even the other villains realize this, as they refuse him entry to Don Hell's villainous night club.
* {{Hypocrite}}: He still holds a grudge against Billy for cheating on the ''Quizboys'' show in his youth, yet he cheats audaciously in the Spanakopita events.
* LaughablyEvil: His attempts to be "evil" more often than not seem more like petty acts of trolling that can get a laugh out of you, such as demanding that Billy eat a dollar's worth of pennies and taunting Billy by destroying pop culture props.
* MuggingTheMonster: In "The Bellicose Proxy", his attempts at arching Billy leads him to breaking into a house of [[RetiredBadass retired adventurers]] and trying to act threatening. An amused Col. Gentleman easily manhandles him before handing him over to [[MamaBear Rose]], who subjects him to an offscreen NoHoldsBarredBeatdown.
* NerdHoard: He antagonizes ArchEnemy (first unofficially, and later officially after signing up for the Guild) Billy Quizboy by outbidding him in online auctions for pop culture memorabilia and acquiring one-of-a-kind items that he keeps in his own personal collection rather [[ItBelongsInAMuseum than places the public can enjoy them]]. A few notable items in the ''massive'' collection include [[Film/RaidersOfTheLostArk The Staff of Ra and the Ark of the Covenant]], [[Series/BuckRogersInTheTwentyFifthCentury Twiki and Dr. Theopolis]], the vintage [[{{Franchise/Batman}} Batmobile]], the puppets from ''Series/MisterRogersNeighborhood'' (which elicits a YouMonster response from Billy when St. Cloud uses Henrietta Pussycat as a shower sponge), and many more.
* NiceToTheWaiter: Is always cordial to his manservant, Pei Wei.
* NotSoHarmlessVillain: When Pete and Billy infiltrate his boat in "Spanakopita!", he responds by tranquillizing them and tying them up on rocks to be burnt by the sun, a particularly grisly fate for the [[AlbinosAreFreaks albino]] Pete. This seems to be a one-off exception because in every other instance he's portrayed as a HarmlessVillain.
* OpaqueLenses: Starts wearing them when he fully becomes a villain. We can see his eyes in his earlier appearances.
* PatheticallyWeak: His one and only physical fight was with an octogenarian lady with arthritis who messed him up so bad he needed make-up to hide the bruises. Then there's a moment where Monarch and 21 are showing off his new lightning gun and just lightly tossing it to him is enough to knock him flat on his back.
* PokeThePoodle: Really, most of what he does isn't even ''illegal'', let alone evil, but it's all calculated to get under Billy's skin.
* PyrrhicVictory: Tries to pull one on Rusty and Billy by announcing he bought the island where Spanakopita is held after they win the final event, unaware that the locals had sold him "Spanakopita," the spinach pastry, rather than "Spanakos," the actual name of the island. What's more, the locals were scamming him as well as Rusty the entire time.
* ScrewTheRulesIHaveMoney:
** Manages to bypass many of the Guild's set rules (such as new members being unable to choose their own archenemy) by bribing them with money.
** He likewise bribes his way through the Spanakopita events just to get under Billy and Rusty's skin, then when he loses, tries to ''buy the entire island'' (but is scammed by the locals).
* ShadowArchetype: His enmity with Billy is a stripped down reflection of the rivalry between the Monarch and Rusty sans nuance of character development. To wit, an extremely petty man becomes a "villain" for the sole purpose of devoting his time and considerable resources to acting out a personal grudge a single person (who is far less well-off financially), while his target usually couldn't care less about the enmity which is supposed to exist between them and is simply exasperated by the whole thing. Like the Monarch and Rusty, they're both redheads to boot.
* ShoutOut: His name is inspired by ComicBook/{{Batman}} love interest Silver St. Cloud, and when he's properly introduced in the season five opener, he arrives driving the ''Film/Batman1989'' Batmobile.
* SlaveryIsASpecialKindOfEvil: He collects albinos the same way he collects memorabilia. Pete is understandably appalled by this.
-->'''Pete''': People don't own albinos!
* StereotypicalNerd: Has all of the classic traits including incredible awkwardness, glasses, being [[GeekPhysique short and fat]], PatheticallyWeak, a multitude of physical ailments (lupus, fibromyalgia, restless leg syndrome), and collects all manner of pop culture collectables and props.
* UnEvilLaugh: When being trained to do an EvilLaugh, St. Cloud can only mutter out a pathetic "Nyeh heh heh" that the Monarch and 21 consider weird creepy, and not in a villainous way.
--> '''21''': What the hell was that? Are you having an asthma attack?
* VillainDecay: In seasons five and six, while he's not exactly threatening, St. Cloud is ''very'' good at getting under Billy's skin, which seems to be his main objective anyway. When he returns to arch Billy in season seven, he's shown to be utterly inept at it. Probably justified in that while St. Cloud excels at petty trolling, the supervillain theatrics that the Monarch tries to make him replicate are [[ThePeterPrinciple a poor fit for him]].
* VillainyFreeVillain: He focuses more on getting under Billy's skin than actually committing crimes. Most of the time, the worst things he does are outbidding Billy on auctions, cheating at games, and mishandling the pop-culture memorabilia he accumulates.
[[/folder]]
[[folder:Copycat]]
!!Copycat
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/copy_cat01.jpg]]
->'''Voiced by''': Creator/TobyHuss
->''"Oh, well now doesn't that just put a turd in your soup?"''
A high-ranking supervillain with self-duplication powers and the theme of a 1950s "cool cat" entertainer who seeks to join the reformed Guild council.
----
* AbortedArc: In his first appearance, he seems to be attracted to Dr. Mrs. the Monarch and tries to drive a wedge between her and the Monarch. This is dropped by his next appearance.
* ChronicBackstabbingDisorder: He acts friendly with the Monarch in his first appearance only to screw him over by making him look bad to Dr. Mrs. the Monarch. Later, he plots an elaborate heist with several other supervillains, with his real plan being to betray his entire crew after using them as decoys.
* EarlyBirdCameo: Makes a brief appearance in "[[Recap/TheVentureBrosS04AllThisAndGargantua2 All This and Gargantua 2]]", three episodes before his real debut.
* FaceDeathWithDignity: His reaction to a damaged helicopter about to crash into him is a nonchalant "oh, well now doesn't that just put a turd in your soup?"
* FauxAffablyEvil: He's a smooth talker with a 1950s "swinger"-style of speaking but it isn't genuine and he just acts affable to manipulate others, such as having no qualms about selling out a bunch of other villains by using them as decoys during his heist.
* FourIsDeath: Or at least villainous. His suite is #44-44, with the repeating numbers also reprenting his duplication power.
* KarmaHoudiniWarranty: After getting away scot-free in "Faking Miracles" from making the Monarch look bad to Dr. Mrs. the Monarch, he tries to betray the heist team in "Unicorn in Captivity" so he can get away with the teleporters himself. It ''almost'' works, but he's killed by his would-be getaway helicopter crashing into him.
* LogicalWeakness: He can duplicate himself dozens of times and retract the duplicates back to the original at any time. However, that "original" is as vulnerable as anyone else, unable to do anything when, for instance, a helicopter is about to crash into him...
* MesACrowd: His main power. Each duplicate of himself can recall himself at any moment and rejoin the original.
* MuggedForDisguise: Tricks and then knocks out the Monarch in "Faking Miracles" so he can swipe the Monarch's costume and impersonate him, making him look bad to his wife.
* NoCelebritiesWereHarmed: He looks and talks just like Music/DeanMartin.
* NoHonorAmongThieves: He has no hesitation in selling out the other villains on his heist team as decoys while he enacts his own plan to steal the teleporters during the [=VenTech=] heist.
* PunnyName: On two levels. Copycat is itself, of course, a term for one who copies another, describing his MesACrowd powers pretty well. He's also heavily based on Dean Martin, who was known to affectionately call people "cool cats".
* {{Schemer}}:
** In season six, he frames The Monarch for illegally arching Dr. Venture by creating a duplicate, stealing his costume while tricking him into changing out of it for a party at Wide Wale's apartment, tranquillizes him to incapacitate him, and then trashes Dr. Venture's penthouse, all while tricking Dr. Mrs. The Monarch into checking up on her husband to only direct her attention to his own duplicate in The Monarch suit across the way.
** Season seven has him return as the leader of a group of supervillains intending to steal Dr. Venture's latest successful teleporter invention. With The Monarch subbing in for Tiny Eagle who was killed by Brock earlier in the episode, he sets it up so a group comprising Tunnel Vision, Ramburglar, Presto Change-O, and Dot Comm infiltrate [=VenTech=] Tower while The Monarch does aerial recon and "Driver X" drives the getaway car. His real plan is to use this team as decoys so his army of duplicates can steal the teleporter pads which he knew would end up in the Ventures' panic room, and Driver X is just another one of his duplicates in disguise. However, he doesn't account for The Monarch not bringing his functional wings with him and 21 discovering his actual plans on the way out of the building. In the end, The Monarch and 21 end up with both teleporter pads and Copycat is almost certainly dead from the helicopter his duplicate was flying getting shot down between buildings only to crash into his apartment.
* UncertainDoom: He presumably dies when a helicopter crashes into him, though the camera cuts away from him before the exact moment it happens and other villains have survived worse in the series.
[[/folder]]
[[folder:Tunnel Vision]]
!!Tunnel Vision
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/tunnelvision_3.jpg]]
->'''Voiced by''': Hal Lublin
A tunneling-themed supervillain.
----
* ArtificialLimbs: It's implied that the drill and screw driver on each arm are actually his limbs, not just something he wears over them.
* CripplingOverspecialization: He's a great tunneler, with a drill helmet, another drill on his left arm, and a screwdriver on his right. He's not good for much else, unable to even pick up a simple object like the teleporter pad in "Unicorn in Captivity".
* TheGenericGuy: Other than his power to dig, Tunnel Vision has a shockingly normal personality in comparison to everyone else on the [=VenTech=] heist team.
* RecurringExtra: Appeared in the background of Guild functions as early as season three and recurred until he's properly introduced in season seven.
* ShoutOut: During the Guild's frantic manhunt for the Blue Morpho, Tunnel Vision tries to claim the bounty by killing and dressing up a homeless man to look like the Blue Morpho, just like the scene with the bull shark from ''Film/{{Jaws}}''.
* ThisIsADrill: He's a tunneling-themed supervillain with a drill helmet and another on his arm.
* UncertainDoom: Last seen being dragged into the sewers by Brock Samson following the botched heist. Knowing Brock, it was likely to his death.
[[/folder]]
[[folder:Presto Change-O]]
!!Presto Change-O
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/presto_4.png]]
->'''Voiced by''': Creator/MarkHamill
A shapeshifting, clown-themed supervillain.
----
* ActorAllusion: Creator/MarkHamill also frequently voices ComicBook/TheJoker, another clown-themed supervillain.
* AlienBlood: Has bluish-green blood which can be seen after Brock stabs him.
* AmazingTechnicolorPopulation: He has green skin and teal hair, which he maintains even when he transforms.
* AmbiguouslyHuman: Exactly what he is isn't made clear, with his [[AmazingTechnicolorPopulation green skin, teal hair]], and [[AlienBlood bluish-green blood]] suggesting that he isn't fully human. Additionally, while the series does have other shapeshifting characters, Presto Change-O's seem to be less magical in nature than theirs and more him contorting/stretching his body into different shapes while retaining the same color scheme and voice.
%%zce* BodyHorror: Some of his transformations definitely invoke this.
* FatalFlaw: While he can transform into any shape, he can't change his color scheme or voice. Brock manages to see through his H.E.L.P.eR. disguise because of this and proceeds to discover the heist attempt.
* MonsterClown: A downplayed example as he isn't outright malicious that we see or even that bad of a guy, but he is a member of the Guild and joins the heist on Dr. Venture.
* NonActionGuy: He uses his shapeshifting abilities mostly for mobility and subterfuge, but can't seem to do much in a fight. The best he can do when the heist team is being chased by Brock is to momentarily delay him.
* PracticallyJoker: Less vicious than his inspiration, but as a clown-themed villain who cracks jokes, he definitely draws from the Joker and [[Creator/MarkHamill his most famous voice actor]].
* RhymingNames: Prest'''o''' Change-'''O'''.
* ShoutOut: While drawing character basis from ComicBook/TheJoker as stated below, Presto Change-O's color scheme and shapeshifting abilities are likely inspired by [[ComicBook/FantasticFour Impossible Man]].
* UncertainDoom: The last we see of him is him getting stabbed in the head by Brock Samson and writhing on the ground in pain, injured but apparently still alive - it's possible his body-morphing powers somehow protected him from what should have been a lethal blow, but he hasn't been seen since.
* VoluntaryShapeshifting: His main power. He can transform and contort his body into any shape or form, though retains his original color scheme and voice.
* WeaksauceWeakness: While he can seemingly shapeshift into just about anything, he keeps his original color scheme and voice. This is how Brock notices that something is up while Presto is imitating H.E.L.P.eR.
[[/folder]]
[[folder:Dot Com]]
!!Dot Com
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/dotcom.jpg]]
->'''Voiced by''': Creator/KateMcKinnon (season six), Annie Savage (season seven)
A hacker supervillain.
----
* TheCracker: A Guild supervillain whose specialty is hacking.
* EarlyInstallmentWeirdness: Her first speaking appearance has her voiced by Creator/KateMcKinnon and credited as "Dot Comm", with two "m"'s. Later appearances, particularly when she gets ADayInTheLimelight as part of the heist team in "The Unicorn in Captivity", instead has her voiced by Annie Savage and credited with just one "m" in her name.
* FreezeFrameBonus: In "Tanks for Nuthin", a look at Dr. Mrs. the Monarch's email inbox shows Dot Com had applied to become a member of the Council.
* HighPoweredCareerWoman: Has elements of this trait, wanting to see more women on the Guild's Council of 13 (there were only two before the purge, one of whom was the newest member) and later applying for a position herself. Given that Copycat and the Monarch are both on the heist team specifically to impess the Guild leadership, it's reasonable to think she's there for the same reason.
* MissionControl: Her role during the heist, hacking into [=VenTech=] Tower security and guiding the other team members.
* RecurringExtra: Appeared a few times in Guild crowd shots with a few lines before "The Unicorn in Captivity" gave her a prominent role during Copycat's heist.
* TheSmurfettePrinciple: The only female member of Copycat's heist team.
* TronLines: Has them on her costume, which is clearly themed after the [[Film/{{Tron}} trope-naming film]], and is a hacker supervillain, speaking to her technological prowess.
* WhatHappenedToTheMouse: Falls out of the escape van right as 21 drives away in "The Unicorn in Captivity", leaving her fate unknown.
[[/folder]]
[[folder:"Driver X"]]
!!Driver X
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/driverx.jpg]]
An expert getaway driver who is part of Copycat's heist team... or so it seems.
----
* {{Expy}}: Of ''Series/TopGearUK''[='s=] "the Stig", being a [[HeWhoMustNotBeHeard voiceless]], [[TheFaceless faceless]], BadassDriver.
* TheMole: He is really just a [[MesACrowd duplicate of Copycat]], hiding his identity beneath a racing helment and suit. Copycat retracts him to leave the rest of the heist team stuck as decoys.
* TheVoiceless: Doesn't speak, mostly because using his real voice would give him away.
[[/folder]]
[[folder:Turnbuckle]]
[[quoteright:400:https://static.tvtropes.org/pmwiki/pub/images/turnbuckle.jpg]]
->'''Voiced by''': Creator/PaulFTompkins
A boxing-themed villain who decided to arch Jonas Venture Sr. His subsequent brutal death is responsible for the entire "Equally Matched Aggression" level system of the Guild.
----
* BadassNormal: Subverted. He's a fairly well-built guy with boxing gloves and no apparent powers, and does (briefly) manage to kidnap Rusty, but misses on the only punch he throws and gets absolutely curb-stomped by [[SuperSoldier the Action Man]].
* BoisterousWeakling: Despite his boasting about a devastating punch, he only manages a single clumsy jab that completely fails to connect.
* BoomHeadshot: After PistolWhipping him to near-death, the Action Man finishes him off like this.
* BoxingBattler: His whole schtick is themed after boxers of the TheGayNineties. Unfortunately for him, his opponent is a SuperSoldier with [[NeverBringAKnifeToAGunfight no such compunctions for adhering to the "Queen's Rules"]].
* BullyingADragon: Seriously, what kind of idiot decides to pick on the original Team Venture with no superpowers or special technology? ''Especially'' if it's Action Man, who, as the Monarch notes, was a "[[AxCrazy full-on psycho]]" and the least likely out of any of them to show any mercy.
* ChestInsignia: Has a stylized "T" tattooed on his chest.
* CombatAestheticist: Styled himself after a [[BoxingBattler stereotypical "gay-nineties" gentleman boxer]], complete with waxed mustache, interjections like "caution!" and an exaggerated orthodox stance. This proved completely useless against an unhesitating armed opponent, as Action Man dodged his first slow punch and then took the opportunity to {{Pistol Whip|ping}} him senseless.
* CurbStompBattle: He was murdered so gratuitously by the Action Man that the Guild had to [[PowerLevel establish a ranking system]] to ensure that such a one-sided affair never happens again.
* DefiantToTheEnd: Tells the Action Man to "kiss [his] ass!" after he's been beaten to a pulp. The Action Man responds with BoomHeadshot.
* DisproportionateRetribution: On the receiving end. After the Action Man had already beaten him "into the ground like a tent pole," Turnbuckle tells him to "kiss my ass!" Action Man shoots him in the head without a second's thought.
* HarmlessVillain: His "kidnapping" of Rusty was just taking him to a slightly different part of the estate he lived in, and all he wanted in exchange for his return was a boxing match with Jonas (which Jonas probably would have won, since from what little we see Turnbuckle isn't a stellar boxer). He didn't make any move to hurt the kid and was armed only with boxing gloves. The Action Man responding with lethal force was so extreme a reaction that it led to the current system for pairing up villains with arches that would be a fair match to them.
* ManlyFacialHair: Has a waxed mustache styled after the gentleman boxers of TheGayNineties and is a well-built, if inept, villain.
* NeverBringAKnifeToAGunfight: He evidently thought that picking a fight with an AxCrazy SuperSoldier with nothing but his fists was a good idea.
* PosthumousCharacter: Long-dead, courtesy of [[TheBerserker the Action Man]], but still has an impact on the plot as it was his brutal death that led to the Guild's current [[PowerLevel "Equally Matched Aggression" ranking system]].
* PunnyName: He's a boxing-themed villain whose shares his name with the piece of equipment that supports the ropes of a boxing ring.
* UnwittingInstigatorOfDoom: Or "[[ObstructiveBureaucrat bureaucracy]]", more like, which can certainly be a form of doom. His poorly-thought scheme and subsequent brutal death was the catalyst for the modern "arching" system and protocols used in the setting, which causes no end of trouble for the main cast, especially the Monarch.
[[/folder]]
[[folder:Intangible Fancy]]
!!Intangible Fancy
[[quoteright:130:https://static.tvtropes.org/pmwiki/pub/images/intangiblefancy.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
A ghost-like supervillain.
----
* BarbieDollAnatomy: He states that the accident that turned him into his current form caused him to lose his genitals.
* {{Ectoplasm}}: He is stated to be made entirely out of it.
* FogFeet: His lower half has no discernable legs, similar to the silhouette of someone wearing a long robe.
* TheGadfly: He is known to be a troublemaker even beyond the standards of a Guild villain, causing a commotion at Rusty's tag sale by liquifying another villain and is later seen being interrogated by the Council of 13 for smuggling contraband.
* IntangibleMan: His powerset seems to be similar to that of a classic cartoon ghost, being able to fade in and out. He can still manipulate physical objects.
* LivingGhost: He has multiple "ghostly" powers including intangibility, being able to control other people's bodies by entering them, and being partially invisible. He claims that he is the victim of a science experiment gone awry and is still technically living, given that the Council of 13 discusses executing him.
* OurGhostsAreDifferent: His appearance is similar to that of a classic cartoon ghost.
[[/folder]]
[[folder:Brick Frog]]
!!Brick Frog
[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/brickfrog.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
A level one villain who dresses like a frog and throws bricks.
----
* AscendedExtra: He first shows up during the TerribleIntervieweesMontage for the Revenge Society, getting booted very quickly. He continues to show up as a background villain in group shots for the rest of the series, then actually gets a few moments of prominence in the FinaleMovie.
* HarmlessVillain: He's a guy in a frog costume who throws bricks.
* PunnyName: He's just a normal guy in a frog costume who throws bricks from a sack.
* StealthPun: In masonry, a "frog" is the indentation in the center of a brick.
* TookALevelInBadass: In the FinaleMovie, he is revealed to have joined ARCH, becoming powerful enough to blow up and rob a legitimate scientific facility.
[[/folder]]
!Associates
[[folder:Dr. Henry Killinger]]
!!Dr. Henry Killinger
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/henry_killinger_8254.jpg]]
->'''Voiced by''': Christopher [=McCulloch=]
->''"Killinger. Dr. Henry Killinger. And this is my Magic Murder Bag."''
A mentor to villains and would-be villains who uses his immense power to help them find their true purpose and fulfillment in life. He typically conveys using an umbrella capable of flight and carries his "Magic Murder Bag" from which he can pull any item his clients could possibly need. Exactly what he is, where he came from, and the extent of his powers is never revealed.
----
* TheAce: A villainous mentor version who can fix up any problem his client has, professional or personal, with his impressive psychoanalysis, management planning skills, and his Magic Murder Bag. He isn't ''just'' TheAce, he's a character for whom the role of TheAce is so exaggerated he'll have a huge comedic effect.
* AffablyEvil: To the point that the "evil" part is debatable. He is downright friendly to his clients and their associatates, helping them to achieve their desires and unlock their potential apparently ''pro bono'' in each case. The only malevolent acts we see him perform are to [[UnionsSuck kill a bunch of union leaders]] and attempt to turn Dr. Venture into a supervillain who arches his own brother. Even that is because he genuinely believed that he was helping Rusty into a role that made him feel satisfied, and agreed to leave without a fight once Rusty said no.
* AmbiguouslyHuman: He certainly looks like an older human, but possesses abilities and implements far beyond anything else seen in the series. Not even Orpheus' magic can phase him. It's revealed in "All This and Gargantua-2" that he is a being on the same order as the Investors, but exactly what that is is never revealed. Given that the three Investors refer to Killinger as "brother" and have the same names as the three Greek gods of the Southwest, Northeast, and Northwest winds, they may literally be {{Physical God}}s with Killinger as the missing "Southeast" god.
* AntiVillain: He only ever helps those he works for, teaching them in such a way that they grow and ''earn'' what they desire. It just so happens that those he helps are always villains, along with the occasional [[NominalHero morally-questionable protagonist]]. This is also in contrast to his "brothers", the Investors, who ''give'' their clients what they desire but [[DealWithTheDevil exact a heavy price in repayment]].
* BagOfHolding: His Magic Murder Bag, which looks evil, but holds at least an umbrella and whatever he needs to help somebody fix their personal issues (i.e. a bouquet and the Monarch's journal) rather than any real implements of murder. The exception is the time he used it to silence the complaints of several union leaders causing problems for Rusty's work by reducing them to ash.
* BigGood: A fascinating {{Reconstruction}} of this trope from the perspective of the villains. Rather than be the supreme evil leader BigBad, Killinger is akin to a life coach designed to improve the psychology and wellbeing of his clients however he can. Even though he's guiding them down the path of evil, all of his clients actually really enjoy his work and seem to be happier, healthier people than they were before. He even takes this to the next level by ascending to GreaterScopeVillain level and reforming the Guild with new leadership after the Sovereign's purge.
* BigStupidDoodooHead: He usually insults people by calling them "silly billy".
* BlueAndOrangeMorality: Killinger operates on a strange sense of ethics where he helps his clients to achieve their desires, willing to kill others in that pursuit and not caring that most of his clients are villains who will go on to harm others. However, he will not harm his clients or do something against their wishes. One way or another, the people he helps are better off thanks to him.
* BondJamesBond: Introduces himself as "Killinger, Dr. Henry Killinger".
* BunnyEarsLawyer: He's a German-accented old man with a propensity for calling people "silly billy" who flies around with his umbrella while wearing a skull mask, black doctor's garb, and bunny slippers...and has completely turned around the fortunes of everyone he has worked for, usually while helping them realize the hidden potential they had all the long.
* CainAndAbel: Relatively speaking, he's the benevolent Abel to the Investors' collective manipulative and self-serving Cain, though he's the one who kills them.
* CharacterDevelopment: One his superpowers is to ''cause this'' in his clients. He turns the Monarch's organization around in almost no time while reuniting him with Dr. Girlfriend. He solves all of Rusty's problems by turning him into a supervillain, and, though Rusty ultimately can't go through with it, does give him a much-needed HeelRealization that resonates throughout the rest of the series. He turns the Revenge Society from a rag-tag group into genuine competition for the Guild. Finally, he saves the Guild from Sovereign's corruption and the Investors' influence, helping it grow beyong its hidebound and ossified "old fashioned" ways.
* TheChessmaster: Of all the factions manipulating one another during "All This and Gargantua-2", he comes out on top with his top competition (The Sovereign, the Investors) killed off.
* CombatPragmatist: During "All This and Gargantua-2", while he and the last Investor are having their epic lightsaber battle, the Monarch and the Guild Resistance pop in, revealing that they were simply having a BattleInTheCenterOfTheMind. When the Investor becomes distracted by the intruders, Killinger stabs him with his Umbrella in the physical world.
* DressedToHeal: Besides his bunny slippers and skull half-mask, he wears a black doctor's uniform, complete with a stethoscope, the medical bag he keeps handcuffed to him, and [[RedAndBlackAndEvilAllOver red highlighting]]. Oddly enough, he actually gets closer to fulfilling this trope without edging into DeadlyDoctor territory (beyond aesthetics) given the psychological help he gives to all of his clients.
* EvilChancellor: Inverted. Despite being an advisor to villainous clients, Killinger only operates to ''improve'' the lives of those he is charged with rather than undermine their every move.
* EvilMentor: Tries to be one toward Rusty in "The Doctor is Sin", though he's more [[AntiVillain benevolent]] than most examples. (His teaching doesn't take, but it does give Rusty a much-needed HeelRealization.) In a twist on this trope, he's not so much a mentor that turns people evil and more simply a mentor to evil people (The Monarch, Phantom Limb, etc.) The fact that Rusty attracted his attention says a lot more about ''[[NominalHero RUSTY'S character]]'' than it does Killinger's.
* HumanoidAbomination: A benevolent one, in contrast to his siblings, the Investors. Exactly what they are is never made clear, but they have powers and implements far beyond any normal human in the series.
* HypercompetentSidekick: He works wonders for the lives of those he helps, though his true calling is to make them realize just how far ''they'' can go without him.
* InexplicablyAwesome: He can do [[TheAce practically anything]] with no backstory or rational explanation for it. It make sense when it's later revealed that he and the Investors are of the same order of being, but there is still no clarity about how or why any of them do what they do.
* {{Leitmotif}}: Has a rather ominious one that plays each time he first appears/introduces himself in given episode.
* MagicalGuardian: For the people he assists, doubling with EvilMentor (though he himself isn't evil, he tends to mentor villains) and HypercompetentSidekick (helping his clients to realize and earn what they desire rather than just handing it to them). Nothing seen in the series even phases him and he doesn't allow anything to threaten his clients.
* NighInvulnerable: Perhaps the strongest example in the series. He completely {{No Sell}}s Orpheus' magic and later kills all three Investors at once without a scratch.
* NoSell: He is completely unphased by Orpheus' magic, even causing it to backfire on Orpheus who suffers a PsychicNosebleed from their encounter.
* NoCelebritiesWereHarmed: Zig-zagged. His mention of working for UsefulNotes/RichardNixon implies that he may actually ''be'' this universe's UsefulNotes/HenryKissinger, not merely based on him. Given that Killinger only works for villains (or morally questionable protagonists who he thinks could become villains), this says a lot about Nixon, as well.
* PhysicalGod: Given his relation to the Investors and them being named after the other Greco-Roman gods of the winds, he may in fact be Apeliotes, the of the southeast wind.
* ParasolParachute: Like [[Film/MaryPoppins a certain English nanny]] who also greatly improves the lives of her clients, he can use his umbrella to fly while it also serves as a conduit for his more supernatural abilities a la [[Franchise/HarryPotter Hagrid]]. This may also be so people aren't put off by him in the same way they are with ultra-creepy Investors.
* RedAndBlackAndEvilAllOver: Zig-zagged. He does wear a lot of red and black, and he does serve as a mentor to villains, but he himself is so anti-villainous and affable that he barely qualifies as "evil."
* ScrewThisImOuttaHere: Very politely leaves The Monarch and Dr. Girlfriend to fend for themselves when Phantom Limb attacks the Flying Cocoon during their wedding in the second season finale.
* SheepInSheepsClothing: Downplayed. Killinger helping the Monarch and Rusty leads to others suspecting he has some ulterior motive or is planning a double cross. In both cases, he is helping with no strings attached. However, in Rusty's case, Killinger did still murder union leaders who were causing Rusty trouble and nearly set Rusty up to arch his brother. Even then, when Rusty rejects the idea, Killinger accepts his decision. Killinger is willing to kill to help his clients, but only if it is people his clients want dead in the first place.
* ShoutOut: He draws heavy inspiration from {{Mephistopheles}} in [[Myth/{{Faust}} Faustian myth]], especially in his "The Doctor is Sin" appearance where he stays by Rusty's side as a guide and chaperone. Orpheus outright references the similarity. Ironially, while ''Faust'' is the TropeCodifier for DealWithTheDevil, it's Killinger's "brothers", the Investors, who indulge in that trope while Killinger himself is much more anti-villianous.
-->'''Orpheus''': [Killinger's] is the way of the serpent and the apple!
* SmallRoleBigImpact: Has only had three major appearances to date (with a few bit appearances in other episodes,) but has made a significant impact on the Venture universe in each. He helps to rebuild the Monarch's organization and reunite him with Dr. Girlfriend in "I Know Why the Caged Bird Kils", setting Monarch down the path of becoming a NotSoHarmlessVillain, and gives Rusty Venture a much needed HeelRealization in "The Doctor is Sin", which eventually helped to bring out more of Rusty's [[JerkassWithAHeartOfGold heart of gold]] tendencies. These pale, however, in comparison to his third (and final) appearance in "All This and Gargantua-2", where he slays the Investors and reforms the Guild of Calamitous Intent after the Sovereign's defeat.
* TricksterMentor: Another inversion. While he is astoundingly good at managing and organizing supervillain operations, his actions ultimately lead his clients to realize something about themselves but is usually a truth they've either pushed aside or were unaware of. All a part of the growing process Killinger employs as a life coach.
* WeaksauceWeakness: Sometimes when he flies away, his umbrella gets stuck.
--> '''Dr. Killinger''': My umbrella is caught on something... I require assistance.
* WhiteSheep: [[DownplayedTrope Downplayed]] as he is more of a ''much'' "lighter shade of grey" sheep compared to the Investors, who are considered his "brothers". While the rest of the Investors' ''modus operandi'' revolves around ''giving'' what their clients want but taking a [[DealWithTheDevil Faustian bargain as their price]], Killinger doesn't name a price, but instead makes his clients ''earn'' what they desire most, in order to help them make important realizations about themselves.
[[/folder]]
[[folder:Watch and Ward]]
!!Watch and Ward
[[quoteright:200:https://static.tvtropes.org/pmwiki/pub/images/watch_and_ward_3134.jpg]]
->'''Voiced by''': Christopher [=McCulloch=] (Watch) and Doc Hammer (Ward)
-> ''"Should you ever have any issues with our service, please feel free to call our helpful Hate-Line."''
High-ranking Guild dispatch (Watch) and communications (Ward) officers, who report directly to the Sovereign. They're fairly good at their jobs, when not distracted by inconsequential matters or having off-topic conversations.
----
* AffablyEvil: Both are incredibly polite and professional when interacting with those who need their services and neither is seen doing anything "evil" directly, just supporting the Guild.
* AmbiguouslyBi: Watch. When Shore Leave and Al are trying to set the record straight on what kind of a sex act the "Rusty Venture" is, they call up Col. Gentleman and Watch. The first three are all canonically attracted to men, so it's probable that Watch is as well. He is also attracted to women though, as he also finds Kimberly [=McManus=] hot.
* AuthorAvatar: Their conversations are often taken from actual conversations between Jackson and Doc. Unlike most of the other ThoseTwoGuys {{Author Avatar}}s in the series (Billy and Pete, 21 and 24), their physical resemblance is based on their voicing creator as well, including facial structure with both Doc and Ward being blonde, as well.
* BumblingHenchmenDuo: Downplayed in that they're actually pretty effective whenever performing their Guild duties, but their constant bickering and {{Seinfeldian Conversation}}s make things more challenging.
* CrouchingMoronHiddenBadass: They're quite idiotic and can sometimes make you wonder how they even became high-ranking officers in the Guild, but "All This For Gargantua-2" shows that they are fairly competent and smart, leading the Guild Resistance, saving a few members of the Council of 13, and helping to thwart the Sovereign's plan.
* GogglesDoSomethingUnusual: They've each had one eye removed and wear a belt-strapped goggle over the socket that feeds information, including emails, directly into their brains. They also, apparently, "never stop itching".
* HeterosexualLifePartners: They spend all of their time together, finish each other's sentences, and genuinely seem to like one another. Note that Watch being AmbiguouslyBi doesn't preclude them from fitting this trope, as they don't appear to be in an actual romantic relationship.
* IdiotBall: Failed to notice Phantom Limb's escape from Guild HQ, due to Watch having a bug clinging to his back.
-->'''Watch''': Aah! It's one of those ones that flies!
* LaResistance: They help form the "Guild Resistance" against the increasingly murderous Sovereign in "All This and Gargantua-2".
* NewJobAsThePlotDemands: While officially the Guild dispatch and communications officers, they get involved pretty much any time the inner-working bureacracy of the Guild is shown in whatever role they are needed. They "star" in the cheesy Guild video sent to "protagonists" once they've been selected for an arch, give tours to villains through Guild HQ, range from being at the personal beckon of the Sovereign to not even qualified to sit at the "big table" with the Blue Morpho Task Force... Their actual role varies wildly.
* PaperThinDisguise: They dress up as decoy Hank and Dean during the Guild/O.S.I. joint sting operation to catch the Blue Morpho and don't even come close to passing.
* PunchClockVillain: Almost to the point of MinionWithAnFInEvil in places. You'd have a very hard time naming any point where they actually did something evil, primarily just supporting Guild operations so others can perform evil.
* SuspiciouslySimilarSubstitute: To henchmen 21 and 24, being somewhat bumbling {{Author Avatar}}s of the creators who engage in {{Seinfeldian Conversation}}s while gaining greater prominence in the mid-later seasons after 24's death.
* ThemeNaming: They take their names from the archaic expression "watch and ward", meaning a guard's total commitment to his duty, and the New England Watch and Ward Society, an old-money organization dedicated to harshly monitoring and censoring printed and spoken material in the city of Boston. Both are quite fitting for a pair of guys that work as security, comms technicians, hatchet men, and fixers.
* VillainousLineage: Watch's father was also a villain and Watch claims in "Fallen Arches" that Jonas Venture Sr. "stole [my father's] leg".
* VillainRespect: They both hold Jonas Venture Sr. in high regard as the model "protagonist". Ward outright claims that Jonas Sr. is the reason he "got into this business".
[[/folder]]
[[folder:Sirena Ong]]
!!Sirena Ong
[[quoteright:268:https://static.tvtropes.org/pmwiki/pub/images/sirenahank.png]]
->'''Voiced by''': Creator/CristinMilioti
->''"[scoff] I grew up around 9's and 10's [EMA-level villains]. Those guys are like -3's."''
Wide Wale's daughter and Hank's love interest. She attends Stuyvesant University where she is classmates with Dean.
----
* BrooklynRage: She's got the accent and the temper, not hesitating to lash out with full force at her dad and his minions for for interfering with her life. However, to everyone else, she's pretty nice, if rather foul-mouthed.
* DatingWhatDaddyHates: Subverted by dating Hank. Given that her father is a high-level supervillain and she "grew up around" Guild affairs, it seems like this trope is in play and Hank even brings it up directly. She says that it's not the case and that she genuinely likes Hank, is enjoying their date, and [[SingleWomanSeeksGoodMan is more interested in nice guys who want to get to know her]] rather than jerks who just want to "get her drunk and mess around".
* AFamilyAffair: Sleeps with Dean while dating Hank.
* LasciviousBeautyMark: Has one on her right cheek and is acknowledged in-universe as being attractive, flirty, and sexually forward. She apparently has quite a few exes and hooks up with both Venture brothers.
* LockedOutOfTheLoop: Downplayed in that her father ''tries'' to keep her unaware of certain parts of his life, ostensibly for her protection. However, she pretty clearly recognizes that he's a supervillain and even understands the Guild's [[PowerLevel "Equally Matched Aggression" level scale]]. This can also reach comically unnecessary levels, like when her dad didn't even tell her she had an uncle.
* MafiaPrincess: To Wide Wale's TheDon. With his mafia schtick, Wide Wale keeps Sirena mostly locked away in their penthouse "for her protection". She's aware of her dad's activities and is pissed about how they interfere with her life.
* MeaningfulName: "Sirena", from the Sirens of Greek mythology. Due to her father's super-science accident, she inherited the ability to breath underwater and needs to get her skin wet every six hours, traits reminscent of mermaids. While the actual Greek tales don't give detailed descriptions of the Sirens, later fiction often portrays them as having mermaid-like traits, just like Sirena. Interestingly, Sirens are famous for tempting sailors to their deaths thanks to their beautiful voices. [[VocalDissonance Sirena's voice]], with her [[BrooklynRage harsh Brooklyn accent and foul mouth]], is easily the most abrasive part about her. [[DudeMagnet She's still popular with the guys]].
* NiceGirl: She's nothing but nice and pleasant with the Ventures, as well as her uncle Douglas. The further removed from her father's smothering parenting, the nicer she seems to get.
* NotSoAboveItAll: She found Hank's attempts to impress her (staging muggings, fake paparazzi, taking her to a ninja-themed restaurant) rather charming, if a bit childish.
-->'''Sirena''': Four different albinos held us up! It's cute.
* OurMermaidsAreDifferent: As her father used super-science to infuse himself with the DNA of sea creatures, Sirena herself hasn't escaped the super-science transformation into a part-aquatic creature. She possesses gills and apparently has to get her skin wet every six hours. Although she insists she's "not a friggin' mermaid".
* RescueIntroduction: Subverted in that Hank ''attempts'' this when he sees her apparently drowning in her pool. However, she actually has gills and is perfectly fine. She still notices him and recognizes him later, leading to them actually dating.
* SeenItAll:
** Hank apparently told her off-screen that both he and Dean are clones. She took it in stride.
** The Monarch's attempted arching of her college professor Victor von Helping annoys her more than anything, even as 21 has his wrist blade to her neck. As she later explains to Dean, she grew up around much higher leveled villains who make the Monarch seem like a joke.
* SingleWomanSeeksGoodMan: It's played as an inversion of AllGirlsWantBadBoys, since Sirena's a "bad girl" who's only dated good guys like Hank and previously Brown Widow (although, likely, she didn't know of his super alter-ego). Hank believes that she's only into him to piss off her father, but Sirena tells him that she is having fun on their date. When Hank starts becoming too fixated on their relationship in season seven and starts smothering her, she ends up cheating on him with his equally good-natured if more reserved brother, Dean.
-->'''Sirena''': I'm used to guys just trying to get me drunk and then mess around!
* StarCrossedLovers: Sirena is dating Hank while her father is the Guild-sanctioned archenemy of Hank's father.
* SuspiciouslySimilarSubstitute: For Triana Orpheus as a Venture brother love interest and is the only other woman in the show besides Triana to give Dean an erection. Rather appropriately in a dark sense, Sirena winds up cheating on Hank with Dean in season seven after she grows weary of Hank's growing clinginess.
[[/folder]]
[[folder:Rocco]]
!!Rocco
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/venture_bros_it_happening_one_night_02.png]]
->'''Voiced by''': Mark Gagliardi
Wide Wale's top henchman who is a big Guido stereotype with an overprotective (bordering on inappropriate) nature regarding Sirena.
----
* BodyguardCrush: He seems a little ''too'' interested in Sirena at times, even apparently having her bras memorized.
-->'''Sirena''': What are you, going through my underwear drawer!?
* {{Cloudcuckoolander}}: He's an awkward MomentKiller prone to interrupting those around him with non-sequiturs and other poorly timed and thought-out commentary. When he has the Blue Morpho captured and beaten, he wants to play ''[[MadLibsDialogue Mad Libs]]'' with him.
* CompositeCharacter: He's a mixture of Brock's competence in combat and Sgt. Hatred's gun-totting immature goofiness.
* TheDragon: Wide Wale's #2 and most seen associate.
* EnemyMine: When Hank and Sirena sneak off for their date, he teams up with Brock to find them. They actually get along and show some begrudging respect toward one another.
* {{Joisey}}: He's an over-the-top Guido stereotype with the requisite accent.
* OffscreenMomentOfAwesome: He easily captures Sheila during the season seven two-part premiere after she takes out three other henchmen.
* PoweredArmor: The "whale lice" costume he wears is a "power suit". Brock notes it and calls him a "pussy" during their fight.
* RetractableWeapon: Wields an electrified retractable harpoon as his primary weapon.
* TheWorfEffect: He's the top henchman of a level 10 villain and he ably demonstrates this fact by not only fighting but surviving against ''Brock'', who is such a recognized MookHorrorShow that henchman will willingly commit suicide rather than be killed by him.
[[/folder]]
[[folder:[=S-464=]]]
!!S-464
->'''Voiced by''': James Adomian
[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/guild_sniper.jpg]]
A Guild Stranger who is revealed to be a mole for the Guild's Canadian rivals, the Peril Partnership. He forms a relationship with an O.S.I. agent and is convinced by the Guild to serve as a double agent. He has a plastic dome on his head with tubes coming out of it.
----
* BrainInAJar: A downplayed version as he still has most of his body, but the top of his head has been replaced by a transparent plastic dome with tubes coming out of it. You can see his brain through it. Exactly why this was done or what advantages it confers is never revealed.
* ColdSniper: He's armed with a sniper rifle during the joint Guild/O.S.I. sting to capture the Blue Morpho (where he first meets Kimberly) and, due to the procedures performed on him, has very limited emotion, making him seem cold and aloof.
* DatingCatwoman: He's the "Catwoman" as he forms a relationship with O.S.I. Agent Kimberly [=McManus=].
* LaserGuidedAmnesia: After stealing a weather machine from the Guild to get Kimberly's attention, the Guild decides enough is enough and blanks his memory of her. This isn't revealed until after the O.S.I. has already agreed to a PrisonerExchange for him.
* TheMole: He's acting a mole for the Guild's Canadian rivals, the Peril Partnership. After some threats from Dr. Mrs. The Monarch, he agrees to act as a double agent for the Guild if they help him get his girlfriend back.
* PetTheDog: Despite being an EliteMook for a guild of supervillains, he has a pet dog that he's fond of and asks that the dog not be shot.
* PrisonerExchange: After stealing a Guild weather machine to get Kimberly's attention in "The Forecast Manufacturer", the Guild agrees to swap him to the O.S.I. in exchange for a Guild villain they're holding. They don't reveal that they've wiped [=S-464=]'s memory until after the exchange has taken place, much to Kimberly's dismay.
* PunchClockVillain: He's a pretty nice guy whose job consists of being a mook for an evil organization.
* StarCrossedLovers: In love with an O.S.I. agent named Kimberly.
* TinMan: He claims that due to the procedures performed on him, he can't feel sadness, saying you could shoot his dog in front of him and he wouldn't cry. Then he asks the person he's talking to not to shoot Billy because "he's a good boy." He also shows a lot of fear when Dr. Mrs. The Monarch gives him a ToThePain threat.
* YouAreNumberSix: Only referred to by his Stranger identification.
[[/folder]]
----
