Characters / The Venture Bros. — OSI

aka: The Venture Brothers OSI

Main Character Index | Team Venture | The OSI | Venture Allies | The Monarch And Cohorts | The Guild of Calamitous Intent | Others

Characters from The Venture Bros. This page is for the current and ex-members of the O.S.I.

The Office of Secret Intelligence is a covert American government agency that protects the world from evildoers and is the main opposition to the Guild of Calamitous Intent. Headquartered in a constantly moving heli-carrier with a crew of two-thousand, they've been serving the country since the secret "Second American Revolution" and answer to a secret president. They provide bodyguards to "super-scientists" and other figures likely to be targeted by members of the Guild who are issued literal "Licenses to Kill". This section includes past and present O.S.I. members, except those who have left and joined other organizations.

Due to the sheer number of Walking and Late Arrival Spoilers (including some characters' placement and, in a few cases, their very name), Spoilers Are Off for these pages. You have been warned.

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The O.S.I. in General

• Airborne Aircraft Carrier: They're headquartered in a massive, constantly moving heli-carrier that contains numerous other, smaller flying vehicles.
• Battle Cry: During the "Pyramid Wars" era, their soldiers would chant "YO! S! I!" to the tune of "GO JOE!".
• Cool Car: Practically standard issue for their agents. Brock has his Dodge Charger, Hunter has a Jensen Interceptor, and Myra has a Bullitt-style Ford Mustang, each containing 007-style gadgets and weaponry.
• Escalating War: Defied when it comes to clashing with the Guild. The Guild is full of, as Brock puts it, "pissed-off nutjubs" with superpowers, advanced technology, henchmen armies, and tons of money. To try to stop them entirely would ravage the world in a devastating war, so instead the O.S.I. assigns agents to bodyguard high-profile "arch" targets and puts up with this "cat and also cat" game because it is the much less destructive alternative. They also know that the Guild is eager to avoid outright war, so they police their own villains to keep them following the established rules.
• Expy:
  • The modern version, organizationally, is one of S.H.I.E.L.D., being a paramilitary government spy agency tasked with fighting Fantastic Terrorists and acting as the Big Good to the world of superheroes and superscience.
  • Their 1980s "Pyramid War" era organization was based on G.I. Joe: A Real American Hero, being something of a Deconstructive Parody since the brief glimpse we see of the fight against SPHINX is filled with casual war crimes and brutality while a cheery theme song plays in the background.
• Government Agency of Fiction: The O.S.I. nominally serves the U.S. government, but performs operations all over the world and reports to a "secret president".
• Great Offscreen War: Back in The '80s, the O.S.I. was in a paramilitary war with the terrorist organization SPHINX over their alleged assassination of Dr. Jonas Venture, Sr., eventually wiping SPHINX out. As is later revealed, he was he was actually assassinated by Guild agents and they pinned it on SPHINX so the O.S.I. would get rid of one of their competitors.
• Heroes "R" Us: They provide bodyguards to qualifying "protagonists" as a counter to the Guild's villains.
• The Men in Black: The "Misters" are an sub-organization within the O.S.I. that dress in black suits, handle troublemakers, and also serve as Internal Affairs.
• Mildly Military: Deliberately cultivated, since they're also a spy agency that prizes "intelligence" over military formality. They have military ranks and soldiers referred to as "grunts", but also have secret agents, spies, and operate like a highly advanced CIA. Though even Col. Gathers thinks some of their laxness with uniforms goes a bit too far.
  Hunter Gathers: This place has gone to hell in a handbasket ever since they 86'd the dress code.
• The Mole: Naturally, as an intelligence organization, they place these within enemy organizations, such as Sky Pilot within Hunter's re-formed SPHINX. However, they're also shown to have been infiltrated by the likes of Sgt. Hatred (during Brock's rookie days) and later, Doe and Cardholder, for the Guild.
• Muggles Do It Better: Though not without exceptions, the majority of the O.S.I. agents we see are Badass Normals, yet they tend be more effective and leave higher body counts that their superpowered enemies and peers.
• Obstructive Bureaucrat: Following the Pyramid Wars, they became so bogged down by government bureaucracy (not helped that they were infiltratred by Guild moles in high-ranking positions like Sgt. Hatred) that it drove Hunter into going rogue and eventually starting his own agency.
• Red Shirt Army: Their "grunts" in the shiny, smooth armor tend to die as easily as most villain henchmen. The largely exist to give the "good guys" someone who can be killed without sacrificing a named character.
• Renegade Splinter Faction: While the first SPHINX were the O.S.I.'s enemies, the second iteration was made from various rogue O.S.I. agents who found the O.S.I.'s bureaucracy too suffocating to do their jobs effectively, going after terrorists that weren't under the protection of the Guild or any other Weird Trade Union.
• Shout-Out: A particular Camp Gay sub-group during Brock's rookie days (including Shoreleave) is modeled directly off of the Village People.
• The World Is Not Ready: They act in this way toward extremely dangerous or disruptive technologies, putting them under special protections (like the ORB) or confiscating them outright (like Rusty's teleportation tech).

O.S.I. Leadership

Col. Hunter Gathers

Voiced by: Jackson Publick

"Lesson number one: trust no one! The minute God crapped out the third caveman, a conspiracy was hatched against one of them!"

Brock's world-weary, boisterous, conspiracy espousing mentor. Frustrated with the O.S.I.'s obstructive bureaucracy, he goes rogue, has a sex change, joins Molotov's all-female assassin squad, re-forms SPHINX as an alternative to the O.S.I., reverses the sex change, and then winds up back in charge of the O.S.I.

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• Ambiguous Gender Identity: He supposedly had a sex change to undercover and, as he had trained Brock to never kill women, avoid being assassinated as a rogue agent. However, after de-transitioning, admits that he misses his breasts and that there's "a woman inside" of him. He was also frequently Disguised in Drag on missions in flashbacks taking place before the operation as well, lending further ambiguity.
  Hunter: Inside of me there's a woman screaming to be heard!
• Above Good and Evil: According to Brock's psychotropic hallucination in "¡Viva los Muertos!", Hunter believes that working for the government makes one beyond good and evil.
• Arbitrary Skepticism: Says he doesn't believe in vampires even though they exist in the Ventureverse. Granted, he's only explicitly expressed this belief in a flashback, but when Pete White tells him that Billy's been captured by vampires in "The Silent Partners", he refuses to take White seriously until he figures out it's actually the Investors.
• Attractive Bent-Gender: Subverted in that while his sex change fulfilled his dream "to have big beautiful tits", his post-op body being quite nice, his face and voice remained the same.
• Big Good: By re-forming SPHINX as an alternative counter-fantastic terrorism agency free of the O.S.I.'s crippling bureaucracy, he takes on this role in the show. After proving himself worthy, General Treister brings him back into the O.S.I. and puts him in charge, making Hunter the leader of the de-facto heroic faction in the Ventureverse.
• Butter Face: After his sex change, he has the body of a supermodel... but the same face as before (stubble included).
• Character Exaggeration: An in-universe example during "Red Means Stop". He has a very low opinion of Rusty, calling him a "hack" and a "godless idiot" in the same tirade. When he briefly has to impersonate him in a sting operation during the season six finale, he does so in an insultingly caricatured fashion with overblown histrionics and cowardice in Rusty's original pink speed suit attire.
• The Chessmaster: Might be second in the series only to Dr. Killinger in terms of the impressive, complex schemes he pulls off. To note:
  • When he goes rogue from the O.S.I., he kidnaps a plastic surgeon to perform a sex change operation, knowing that since he trained Brock not to kill women, Brock will spare him. He then reveals that this is merely one step in a bigger plan of infiltrating Molotov's all-women "Blackhearts" assassin squad, manipulating Brock into taking out their top competition while also causing him to doubt the O.S.I. so that he quits, then recruits him into the reformed SPHINX as their top agent. Phew, got all of that?
  • When SPHINX takes custody of Monstroso, Hunter plays a "shell game" with him, offering him to the O.S.I. in exchange for clemency while keeping the real Monstroso hidden in case of a double cross. While he doesn't see Doe and Cardholder being Guild agents, his attempt to expose them them to General Treister, even risking his own life, shows Treister that he's worthy to succeed him as head of the O.S.I., ending in an even better than anticipated result for Hunter.
• Cigar Chomper: He's almost never seen without a cigarette in a long, thin holder. It's a trait copied directly from his character inspiration, Hunter S. Thompson.
• Colonel Badass: Holds the rank of Colonel for much of the series and is the guy who trained Brock into the badass that he is. He's no slouch in a fight himself and demonstates strategic badassery on numerous occasions, being The Chessmaster and a very Reasonable Authority Figure who ultimately becomes the series' Big Good as General Gathers.
• Disguised in Drag: Perhaps as an early sign of his transgenderism, flashbacks show him going undercover dressed as a woman almost exclusively. Notably, he does not alter his voice or shave his beard when doing this.
• Disproportionate Retribution: Stabs Brock in the hand for saluting him when they first meet as he considers it "Little John John crap" that has no place in the O.S.I. It later transpires that saluting and denoting respect with the word "sir" after are perfectly acceptable in the organization.
• Double Reverse Quadruple Agent: Subverted in multiple instances:
  • He apparently goes rogue from the O.S.I., even undergoing a sex change as he trained Brock not to kill women so that he would be spared, but it's later revealed that he's infiltrating Molotov's all-women "Blackhearts" assassin squad as part of the re-formed, now-heroic SPHINX organization that he revived as an alternative to the bloated bureaucracy of the O.S.I. He manipulates Brock into killing rival assassins while getting him to question his loyalty to the O.S.I. so that he'll quit, allowing Hunter to re-recruit him into SPHINX as their top agent. Got all of that?
  • "Operation P.R.O.M." goes from the usual spy business to Treister already taking care of the double agents and shooting himself into space, leaving Hunter in charge of the O.S.I. after giving him a Secret Test of Character.
• Drill Sergeant Nasty:
  • He began Brock Samson's O.S.I. training with a metal baton to the kneecap (for startling him), stab to the hand (for saluting), and then throwing him into a pool full of frogmen and sharks while throwing in grenades (when he learns that Brock can't swim). Ultimately, it works out, as Brock becomes a One-Man Army and respects Gathers enough to consider him a Parental Substitute.
  • Ditto for when Hank attempts to join SPHINX, with Hunter throwing every nasty test he can think of at Hank, who manages to pass them all thanks to his years of "boy adventurer training". Despite this, he is implied to care about those under his command and the harsh training is necessary due to the multitude of threats an O.S.I./SPHINX agent will face.
• Easy Sex Change: Zig-zagged. It's quick compared to real life, in that he just kidnaps a top plastic surgeon to perform it in an ancient temple while on the run. However, the work done is shown in the scars, stitches, and medical tape on Gather's body from all the incision sites. Played straight in his reversal, which is apparently much faster and less impactful to his body.
• Establishing Character Moment: The flashback depicting his and Brock Samson's first meeting exemplifies his Properly Paranoid, Drill Sergeant Nasty, and A Father to His Men traits within the span of one conversation:
  Brock: You Colonel Gathers?
  Gathers: What? Oh no, you don't! [pounces on Brock, combat knife drawn] What do you want from me? Who sent you, you bastard?
  Brock: Personnel. Special Agent-In-Training, Brock Samson, reporting for duty. [salutes]
  Gathers: Don't you salute me, you bastard! [stabs him in his saluting hand]
  Brock: Ow!
  Gathers: Leave that Little John John crap back in Biloxi.
  Brock: Yes, sir.
  Gathers: And don't "Sir" me, damn you! You're not in the Marines anymore. This is intelligence [gropes Brock's skull] - start using it!
  Brock: Okay, Colonel, uh...
  Gathers: Call me Hunter.
• Gambit Roulette: His whole defect-sex change-join the Blackhearts-have Brock eliminate competition-reform SPHINX-recruit Brock plan certainly seems like this given the sheer number of factors he couldn't possibly have foreseen, but it's ultimately subverted as The Chessmaster playing the world's best-played game of Xanatos Speed Chess. It largely comes down to him predicting what Brock would do (and given that he trained Brock, it makes it easier) and banking on Brock being badass enough to survive (which he absolutely is).
• Girls with Moustaches: A decidedly non-traditional example, but he continues to sport Perma-Stubble even after his sex change.
• Good News, Bad News: Subverted in the Season 3 episode, ORB, when Brock comes to him for help in trying figure out why his O.S.I. computer-wired car tried to kill him when he activated the "Operation Rusty's Blanket" code.
  Gathers: Do you want the bad news or the good news first?
  Brock: I don't know... the good, I guess—
  Gathers: THERE IS NO GOOD NEWS! Just bad news and weird news...
• Heel–Face Revolving Door: Seems to be the case, but is ultimately Subverted. He is introduced via flashback as Brock's trainer/mentor in the O.S.I., in a decidedly "face" role. He appears to defect in season two, undergoing a sex change operation as he trained Brock to never kill a woman, in order to escape him. His reasoning is that the O.S.I. is too full of "hot bureaucracy" and he can't do what needs to be done. In season three, he seems to be assisting Brock who is apparently being targeted by O.S.I. assassins... only for it to be revealed that he's in league with Molotov and her Blackheart Assassins group. Season four reveals that he had the sex change to infiltrate the all-woman group and is actually in charge of SPHINX, the thought to be defeated original enemy of the O.S.I., which he recruits Brock into and reveals that he's using them to take out "unlicensed" villains that the O.S.I. won't touch. Finally, after a Secret Test of Character, he's welcomed back into the O.S.I. and put in charge, becoming the closest thing to a Big Good (if not always nice) of the Venture-verse. Subverted because, even when it appeared that he was doing something that would qualify him as a "heel", he was really going undercover and/or doing the right thing, even if it isn't what the O.S.I. wanted.
• Large Ham: His personality is based on Hunter S. Thompson, so this trope comes with the territory. He's loud, boisterous, caustic, and prone to histrionics in both voice and gesture. Even in the World of Ham that is Ventureverse, he stands out.
• The Mole: To the Blackheart assassins at the end of season three/start of season four. It turns out he was working for SPHINX the entire time, and then recruited Brock, Shore Leave, and a whole slew of former O.S.I. agents into his organization.
• No Celebrities Were Harmed: His first name, appearance, voice, and mannerisms are based on the public persona of Hunter S. Thompson.
• Noodle Incident:
  • He frequently throws out snippets of anecdotes about the "true" history of the United States, such as the fact that O.S.I. has been defending the country since the Second American Revolution - "the invisible one!" Also that "the president isn't the president anyway, you know that."
  • Don't you dare ask him how he got so many $100 bills as a stripper.
• Oh, Crap!: During "O.S.I. Love You" when he realizes the three O.S.I. agents interviewing everyone involved in the "Monstroso" incident are the Investors in disguise. While he doesn't actually say anything, his expression and the fact that his cigarette falls out of his mouth are enough to imply it.
• Parental Substitute: Brock claims Hunter was the second-closest thing he had to a father.
• Perma-Stubble: Always has a 5 O'Clock shadow, even after his sex change.
• Properly Paranoid: Is a conspiracy fanatic and, given the sheer number of them confirmed in the series, is fully justified in his paranoia. One of the first lessons he imparts to Brock as his trainee is to be wary of conspiracies and given that he's quite The Chessmaster, it's wise to listen to him.
• Reasonable Authority Figure: While he can be quite irascible, he is fully willing to listen to those providing ideas, whether it's as Brock's mentor, the leader of SPHINX, or the head of the whole O.S.I. For example, in "The Diving Bell vs. the Butter Glider", he initially refuses to let the Ventures use the SPHINX sub to do a "Fantastic Voyage" Plot on a disabled Dr. Venture. Brock then convinces him to make a SPHINX mission that he volunteers to lead since the landlord of their secret base dying would be problematic, Hunter finally agrees. Later, during the Finale Movie, he seriously listens to Snoopy recount a similar event that happened to the Fantastic Four and how they dealt with having the Baxter building lifted into the stratosphere by Dr. Doom just like what was currently happening with the Ventech Tower due to the plans of Mantilla. Given the nature of the Ventureverse, hearing out a plan based on a comic book storyline is fully reasonable.
• Running Both Sides: His fate in the season four finale, as he's placed in charge of SPHINX and the O.S.I. Subverted as of the season five openered, when it's revealed that he and the rest of SPHINX fold back into the O.S.I., leaving Gary in charge. (Which costs Hunter later, when Gary proves competent enough to get in the O.S.I.'s way.)
• Secret Test of Character:
  • Is given one by General Treister in "Operation P.R.O.M.". Hunter hopes to exchange Monstroso for clemency from the O.S.I., but Treister first tests him in a wrestling match (proving his physical prowess), sticks him in an obvious trap that Hunter sees right through (testing his mental prowess), and then Obfuscates Insanity (the whole "Hulk" transformation) to get Doe and Cardholder to reveal themselves as moles, which, despite having no allegience to the O.S.I., Hunter risks his life to report to Treister (showing his loyalty to the side of "good"), all before putting him in charge of the O.S.I..
  • After capturing Molotov and Monstroso in "O.S.I. Love You", he gives one to her, having her attempt to escape the helicarrier to test its defenses, while killing a bunch of double agents in the process, to test her abilities before making her a deep-cover agent. As he says, "she passed, we failed".
• Sexy Mentor: Parodied post-sex change when he was working at a strip club. He still has his old face and voice despite having a nice body, and Brock's visibly disturbed when Hunter passes him information during a lap dance.
• Sink or Swim Mentor: While he does care for those under his command (as long as they're loyal to the cause, at least), he will put them through Training from Hell, even into potentially lethal situations. It's played literally during the flashback to him training Brock where, after he learns that Brock can't swim, forces Brock into a pool where he must fight frogmen and a shark while Hunter throws grenades into the pool.
• Shout-Out: While Hunter S. Thompson clearly provides the basis for his appearance and personality in an example of No Celebrities Were Harmed, his introductory episode includes a shout out to one of the vitriolic writer's most infamous incidents. While preparing to film Where the Buffalo Roam, Bill Murray, who plays Thompson in the film, went to live with Thompson to study him. During a drunken series of escalating dares, Thompson tied Murray to a chair and threw him into a swimming pool. Murray was unable to escape and by his own admission would have drowned had Thompson not jumped in at the last second to save him. Given the creators' deep knowledge of pop culture with a belief that Viewers Are Geniuses, having Hunter immediately endanger Brock during his training by tossing him into a dangerous situation involvoing a swimming pool is no coincidence.
• Training from Hell: Largely responsible for turning Brock Samson into a one-man army. He also gives one to Hank when the boy wants to join SPHINX in order to disuade him from joining his organization but, to his shock, Hank actually passes every one of the tests. The latter moment even provides the trope image.
• Transvestite: As shown in flashbacks, in the years before his sex change, he pretty much went exclusively Disguised in Drag when he had to go undercover on missions. Notably, he changes neither his voice nor his permanent five-o'clock shadow.
• Van Helsing Hate Crimes: He taught Brock to never kill a woman, insisting on non-lethal takedowns only, but states that he would make an exception for female vampires, as they are undead which would somehow make them not technically women. Although this was purely hypothetical as he doesn't believe vampires exist.
• Wouldn't Hit a Girl: Downplayed as he would hit ("non-lethal force only") but wouldn't kill. Instills this philosophy in Brock during the latter's training, and then takes advantage of it later when he undergoes a sex change so Brock couldn't kill him when he defects from the O.S.I.
• You Are in Command Now: Even for as much of The Chessmaster as he is, he is blindsided when General Treister put him through a Secret Test of Character and then put him in charge of the entire O.S.I. at the end of "Operation P.R.O.M.".

Gen. Treister

Gen. Timothy Treister

Voiced by: Toby Huss

"Whenever an agent of the O.S.I. leaves the nest, momma comes a squakin' and a runnin'. That’s how we do it!"

The rambunctious, cantankerous head of the O.S.I. Pushing 80, having suffered multiple heart attacks, and with terminal prostate cancer, he hands over leadership of the O.S.I. to Hunter before launching himself into space, hoping for alien assistance in curing him.

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• Arbitrary Skepticism: He is clearly familiar with mutants, super-science, and aliens, but considers the existence of an actual god like Zeus to be downright silly. For bonus points, he dismisses the idea of "Zeus" outright mere moments after he accepts Brock's proposal that as a metahuman he can really fly instead of using a jetpack or being a hologram.
• Artistic License – Biology: Even beyond the Harmless Freezing aspects of it, having his prostate cancer cured by "space radiation" is flat out impossible. Radiation used to treat cancer is very specific and targeted. The blanket radiation of outer space would give him a quick death by radiation poisoning, if the other aspects (lack of oxygen, freezing) didn't kill him first. And that's without even touching on it turning him into a "Hulk"...
• Back for the Dead: Blasts himself into space hoping to find aliens who can cure his cancer at the end of "Operation P.R.O.M.". He is found by the crew of the eponymous space station in the "All This and Gargantua-2" special, thawed out, and ultimately performs a Heroic Sacrifice alongside Jonas Jr. to save the passengers.
• Beware the Silly Ones: He is a full-blown Large Ham bordering on Cloud Cuckoolander but he is a very capable leader despite those eccentricities and sometimes because of them, like ferreting out the Guild moles in the O.S.I. by Obfuscating Stupidity.
• Buffy Speak: Constantly refers to his prostate cancer as "pee-pee cancer", despite the prostate and penis being separate organs. This is likely because the doctors discovered it after he had an episode of erectile dysfunction.
• Captain Ersatz:
  • His normal persona is one of Earth-616 Nick Fury as a uniformed head of a paramilitary espionage organization based out of a helicarrier.
  • His "Hulk" persona is one of General Thaddeus "Thunderbolt" Ross his own Red Hulk form.
• The Chessmaster: Can stay one step ahead of the Guild's plans to undermine and replace him with Guild moles Cardholder and Doe, even factoring in S.P.H.I.N.X. commander Hunter Gathers' own attempt to thwart them by having multiple inside men of his own within S.P.H.I.N.X. He also maneuvers Hunter into literally and figuratively taking the wheel of the O.S.I.'s hoverquarters, having put him through a Secret Test of Character to prove he's a worthy successor, before leveraging the lives of the crew to stop Hunter letting go of the wheel to prevent Treister firing himself out of a torpedo tube.
  Treister: Nothing's ever what it seems. First rule of espionage.
• Cool Old Guy: Though he is a bit of a Cloud Cuckoolander (it comes with the territory of running an ultra-secret espionage organization in a world like the Ventureverse), he is undoubtedly badass. Even in his advanced age, he outwits multiple younger characters who've previously proven to be The Chessmaster in their own right.
• Crazy Enough to Work: This crazy son of a bitch launches himself into space, hoping aliens will cure his "pee-pee cancer". Turns out space radiation fixes it for him and turns him into "the Hulk" he pretended to be while Obfuscating Insanity.
• The Cuckoolander Was Right: Not only did cosmic radiation cure his cancer, it made him into a Hulk as he pretended to be while Obfuscating Insanity.
• Deep South: Is voiced with a deep south accent courtesy of Toby Huss, famous for voicing another deep south military leader in Cotton Hill.
• A Father to His Men: Despite his eccentricities, he genuinely cares about those under his command and puts Gathers through a Secret Test of Character to confirm this about him too (literally putting him behind the wheel of the helicarrier with "2,000 souls on board") before leaving him charge. He also confirms this to Brock when Brock believes the O.S.I. put a hit out on him. Turns out they weren't the ones who did it (it was Molotov and Hunter manipulating him into taking out their competition) and Treister was trying to help Brock during the whole escapade, likening himself to a "momma" chicken and Brock to a "chick".
• Four-Star Badass: His rank is "General" and he's in charge of the O.S.I., where he proves to be a badass chessmaster and is able to hold his own while wresting the much-younger Col. Gathers.
• Handicapped Badass: He's missing an eye, a front tooth, and has high-tech pacemaker due to his eight heart attacks, but is still a Four-Star Badass in charge of the whole O.S.I.
• Heroic Sacrifice: "In All This And Gargantua 2", he uses his Hulk-form help J.J detach the nuclear core from the space station and he rides it out into space as it explodes.
• HULK MASH!-Up: Subverted and later played straight. He pretends (as part of Obfuscating Insanity) to be able to transform into "a Hulk" as a successful ploy to flush out the Guild moles within the O.S.I. After launching himself into space hoping aliens will cure his cancer, the exposure to space radiation leaves him actually capable of transforming into Red Hulk.
• Harmless Freezing: He's recovered by the crew of the eponymous space station in "All This and Gargantua-2" frozen from exposure to space. He's harmlessly thawed out and then reveals that the space radiation both cured his cancer and made him able to turn into "a Hulk".
• Leave No Witnesses: Presumably in the name of security, in "Any Which Way But Zeus" he seems to be, if anything, very happy to shoot random civilians who've wound up on the golf course disguising the joint operation meeting site at the wrong time.
• Like Father, Like Son: His son is a the junior O.S.I. agent who gives Brock his "License to Kill" renewal exam way back in season one.
• Noodle Incident: Treister's son mentions that Brock once saved Treister's life, leading Treister to speak of Brock "like a god".
• No Celebrities Were Harmed: His loose physical appearance and boisterous military man persona draw from Theodore Roosevelt.
• Obfuscating Stupidity: He knows of secrets even Hunter Gathers is unaware of, all while acting naive to the point of oblivious. He upgrades this to Obfuscating Insanity when he pretends that he truly believes himself able to turn into a Hulk. This is a ploy to flush out the two Guild moles within the O.S.I. (Cardholder and Doe who are gaslighting him to turn him insane and take over the O.S.I.).
• Put on a Bus: He shoots himself into space hoping that aliens will cure his cancer in the season four finale. He returns in the "All This and Gargantua-2" pre-season six special, with space radiation having not only fixed his cancer, but left him able to actually turn into "a Hulk" before performing a Heroic Sacrifice.
• Real After All: Subverted. He played up the belief that he could turn into "a Hulk" to flush out Doe and Cardholder as Guild moles within the O.S.I. After shooting himself into space hoping aliens could cure his cancer, the space radiation not only does that, but leaves him actually able to turn into "a Hulk" as well.
• Riding the Bomb: How he goes out in "All This And Gargantua 2", performing a Heroic Sacrifice riding the space station's detached nuclear core away from the passengers.

O.S.I. Agents

Brock Samson

See his entry on the Team Venture page.

Shore Leave

Shore Leave/Holy Diver

Voiced by: Doc Hammer

"Nooo, no. That's not my gun. That's an indicator of how excited I am to do this to you. That [holds his gun up] is my gun."

One of the top O.S.I.'s top operatives, Shore Leave is flamboyantly gay and extremely talented. Initially kicked out of the O.S.I. on a "Don't Ask, Don't Tell" violation, he defects to Hunter's re-formed SPHINX operation while running cover as the leader of a Bible camp for kids along with fellow ex-agent Sky Pilot, posing as the superhero duo "The Soul Mates". He becomes Brock Samson's partner on SPHINX missions, then in the O.S.I. once they are folded back in, and The Alchemist's partner outside of them.

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• Agent Peacock: Quite possibly the O.S.I.'s best agent after Brock and is as flamboyantly gay as they come. According to the creator commentary, Shore Leave plays up his "swishiness" a little bit because he enjoys creating a contrast between his Camp Gay flamboyancy and his badass lethality, just to underscore how awesome and confident he is at both.
• Agent Scully: As seen in a flashback to when the O.S.I. was fighting SPHINX during the Pyramid Wars, he refused to believe the Guild was anything but a "phantom costumed terrorist organization". He's wised up by the tie of the series.
• Ascended Extra: He was a bit character in "The Invisible Hand of Fate", showing up in a flashback in the "sailor" role of the O.S.I. "Village People" group. As of season four, he's in Hunter's re-formed SPHINX organization as Brock's partner and grows into a major recurring character thereafter.
• Badass Normal: He has no powers, but is quite possibly the O.S.I.'s #2 agent behind only Brock and has no issue taking out legitimately powered opposition.
• Beware the Silly Ones: He's a flamboyantly Camp Gay Agent Peacock who talks with a lisp and plays up the mannerisms, but is also one of the most dangerous people in the entire Ventureverse, with Improbable Aiming Skills and being one of the only agents trusted to partner with Brock.
• Bunny-Ears Lawyer: Despite his eccentricities, he's a top-tier agent. After Brock, he might be the best in the entire O.S.I., and one of the few trusted to partner with Brock on missions.
• Busman's Vocabulary: As "Holy Diver" while under "The Soul Mates" cover story. Anything that can be expressed with a Bible reference will be.
• Camp Gay: Has all of the classic characteristics including a lispy voice, effeminate-styled clothing like a tied-off shirt and short-shorts, and mannerisms, but is an undeniably badass secret agent as well. According to creator commentary, he exaggerates this trait intentionally to contrast with his lethality and show off his confidence.
• Campy Combat: An expert marksman and gunslinger, he's also Camp Gay, and doesn't try to distance himself from that trait while on a mission.
  Mook: Okay, just please, take that gun out of my back.
  Shore Leave: Nooo, no. That's not my gun. That's an indicator of how excited I am to do this to you. That [holds his gun up] is my gun.
• Catchphrase: While serving with SPHINX, whenever one of his teammates mentions the organization (which itself was a running gag when SPHINX was first introduced as every time it was mentioned, a female chorus sang the name), he adds on a lispy "Sphinx!". He does it so often that, the one time he doesn't say it (due to busy doing some investigation work), Hunter actually pauses and wonders why he didn't say it.
  Shore Leave: Sphinx! *it hadn't been said* Well it was implied!
• Didn't Think This Through: In "The Silent Partners", he jumps into the freezing ocean in nothing but a speedo. He quickly realizes how bad of an idea this is, which, considering his name and specialty, he should know it's a bad idea.
• Expy:
  • His name and basis as a "sailor" in the G.I. Joe-themed "Pyramid Wars"-era O.S.I. is taken from the G.I. Joe Shipwreck.
  • His stint as Holy Diver, including lengthy activation sequence, comes from Bibleman. (We dare you to find another Bibleman reference in anything, ever...)
• A Good Name for a Rock Band: According to creator Doc Hammer, he was created just because Doc desperately wanted to use the name "Holy Diver" for a character. He became an Ascended Extra from there.
• Guns Akimbo: Favors twin pistols when it comes to combat, with which he has Improbable Aiming Skills.
• The Gunslinger: In contrast to Brock, Shore Leave specializes in gunplay, particulary a pair of pistols.
• Hello, Sailor!: A walking stereotype and a parody of Shipwreck from the G.I. Joe cartoons.
• Improbable Aiming Skills: Shore Leave is deadly accurate with his pistols, being able to shoot specific pieces on 21's costume, one-handed, from the same distance that Sgt. Hatred (no slouch with guns himself) needs a scoped rifle.
• Incredibly Lame Pun: "Holy Diver" is a sailor with an anchor/cross tattoo on his chest (he was specifically created around this idea) with a religious extremist bent.
• Jerk Jock: Back during the Pyramid Wars, he liked to taunt and mock Brock and Hunter for hunting down the Guild, which he dismissed as a "phantom costumed terrorist organization," instead of helping to fight SPHINX. He's mellowed out since then.
• Macho Camp: As camp as you can get, but is not a sissy. He is the only O.S.I. agent who can keep up with Brock and might well be the biggest Badass Normal in the Venture-verse if not for being overshadowed by Brock.
• Meaningful Rename: Subverted. He renamed himself "Holy Diver" as part of his religious cover story, but went back to "Shore Leave" when he joined SPHINX.
• Mr. Fanservice: He's very attractive and often plays it up with skimpier clothing than many of the other O.S.I. agents. His "Genital Formalwear" (a tuxedo-inspired speedo) being one of the most direct examples.
• No Celebrities Were Harmed: He physically resembles Freddie Mercury, although he and his clique of O.S.I. buddies during the Pyramid War-era are based on the Village People reimagined as G.I. Joe operatives. Lamp Shaded with an X Called; They Want Their Y Back:
  Col. Gathers: Oh yeah? The Village People called, AND THEY WANT YOU TO GO FUCKING KILL YOURSELF, YOU PRANCY BASTARD! Place has gone to Hell in a ham sandwich since they 86ed the dress code.
• Porn Stache: He has a Village People-inspired mustache as a Camp Gay Agent Peacock.
• Power Glows: Subverted during his Holy Diver power-up sequence. The glowing sword is just a plastic prop. Props, apparently, really drive "the Word" home with the kids.
• The Reveal: He turns out to be an operative of SPHINX and appears to be Hunter's right-hand man up until Brock joins.
• Shout-Out: The name "Holy Diver" itself is a pretty obvious shout-out to the Ronnie James Dio song of the same name.
• Transformation Sequence: Parodied with his over-long armor-up sequence, including constant neck craning with every syllable.
  Holy Diver: Activate! Boots of the Gospel!
• Transparent Closet: Invoked as part of his image in his Holy Diver identity, claiming to be completely cured despite not letting up at all on his camp mannerisms and spending all his time on a boat with an attractive muscular man while rarely wearing a shirt. Even his "armor" prominently includes a codpiece and no pants. It's suggested that they even had sex, to prove that they aren't gay.

Sky Pilot

Sky Pilot/Mile High

Voiced by: Christopher McCulloch

Another former O.S.I. agent kicked out on a "Don't Ask, Don't Tell" violation, Sky Pilot defects to Hunter's re-formed SPHINX operation while running cover as the leader of a Bible camp for kids along with fellow ex-agent Shore Leave, posing as the superhero duo "The Soul Mates".

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• Cool Helmet: As expected of his name, he wears a pretty cool pilot's flight helmet with added goggles as part of his uniform.
• Meaningful Rename: Unlike Shore Leave, he kept the name "Sky Pilot" after joining SPHINX instead of going back to his former O.S.I. name, Mile High.
• The Mole: As revealed in "Operation P.R.O.M.", he still works for the O.S.I. as a mole in SPHINX for General Treister.
• Satellite Character: To Shore Leave. He goes Out of Focus while in SPHINX after Shore Leave pairs up with Brock, showing up mostly as a background character with few lines. He lampshades this when he finally does get to go on a mission.
• Shout-Out: To the Animals song "Sky Pilot".
• Shotguns Are Just Better: Arms himself with one when confronting Agents Doe and Card-Holder.
• Straight Gay: Implied. He's far less campy than Shore Leave and their having sex while pretending to be in love with each other indicates that he's into men.
• Walking Shirtless Scene: Is rarely seen wearing a shirt, showing off his sculpted, muscular body.

Headshot and Amber Gold

Voiced by: Bill Hader (Headshot), Paget Brewster (Amber Gold)

An O.S.I. agent couple consisting of a sniper (Headshot) and infiltration specialist (Amber).

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• Accidental Hero: Headshot manages to kill The Sovereign of the Guild of Calamitous Intent... by accidentally and unknowingly shooting him as he was escaping in his Eagle guise because the boat he was riding in hit a wave caused by the Guild HQ blowing up.
• All Amazons Want Hercules: Amber is attracted to Brock ends up cheating on Headshot with him in "All This and Gargantua-2".
• Captain Ersatz: Of the comic book Alternate Company Equivalent Battle Couples Hawkeye/Mockingbird and Green Arrow/Black Canary, being a man skilled with a ranged attack and a woman better up-close who work for a Government Agency of Fiction.
• Crippling Overspecialization: Headshot is a good sniper... and that's about it for his skill set. In most other espionage agencies, that would be perfectly fine skill. However, for an O.S.I. agent, whose duties may range from infiltration to hand-to-hand combat with legitimately powered supervillains, it's rather lacking, leaving him at a disadvantage and left out of most missions as a result. When he does get to go along, he spends time demanding that he get to a vantage point and using his sniper scope as a glorified lookout.
• Cuckold: Headshot, thanks to his Jerkass qualities, drives Amber away and into bed with Brock, as seen in "All This and Gargantua-2".
• Deep South: Amber has a distinct southern accent.
• Dumb Blonde: While she has to be skilled to have reached her rank in Hunter's O.S.I., Amber is a blonde and has a number of "ditzy" traits, including missing the value of Vendata's personal ad (instead hoping he finds a date), failing a spot check while strip searching Molotov, and cheating on Headshot with Brock showing promiscuity.
• Early-Bird Cameo: Amber Gold shows up in the commissary with Brock and Shore Leave an episode before her full debut.
• Failed a Spot Check: Amber in "O.S.I. Love You" performs a strip search on the captured Molotov. She fails to check under Mol's eye patch, where she has hidden a pin and later uses it to escape.
• Femme Fatale Spy: This appears to be Amber's area of expertise. She volunteers to go undercover when the O.S.I. finds Vendata's personal ad and later does so (along with Brock), impersonating a billionaire couple to keep an eye on things since Jonas Jr. doesn't play the O.S.I./Guild "game" in "All This and Gargantua-2".
• Friendly Sniper: Headshot, though snarky and a bit of a Jerkass, is far closer to the "friendly" end of the spectrum rather than the "Cold Sniper" end.
• Good Adultery, Bad Adultery: Amber sleeps with Brock due to Headshot being such an abrasive jerk, while Headshot was shown trying to make the moves on a captive Molotov, unaware it was really Amber, who Molotov had tied up in her place while escaping. All in all, Amber is far more sympathetic because she pursued an affair with a consensual partner.
• Hairstyle Malfunction: Amber Gold is revealed to wear a platinum blonde wig because her real hair color is a darker dirty blonde unworthy of her codename.
• Jerkass: Headshot. He constantly needles Brock about his relationship with Molotov and overreacts when it turns out Amber is really a dirty blonde rather than a regular blonde. Begins to cross the line into outright vileness when he tries to make moves on (who believes to be) a bound, gagged Molotov.
• Shipper on Deck: Amber really hopes that Vendata finds a partner in "Bot Seeks Bot", despite him being the enemy and the O.S.I. using his personal ad as a chance to plant an agent close to him.
• Spy Catsuit: Amber, aFemmeFataleSpy, wears a form fitting one, with a deep v-neck to show off her ample cleavage.

Doe and Cardholder

Voiced by: Doc Hammer (Doe) and Christopher McCulloch (Cardholder)

A pair of high-ranking "Misters" in the O.S.I. who appear to serve General Treister directly.

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• Dirty Cop: As "misters" within the O.S.I., they're essentially a mix of Internal Affairs and The Men in Black, but speak and act like a mix of cops and mobsters. It is eventually revealed that they're double agents for the Guild.
• Deadpan Snarker: They are snarkers, and are completely deadpan, but aggressively so, being terse and almost monotone.
• Expy: Of fasttalking L.A. police detective Joe Friday and his partner, Officer Bill Gannon, from Dragnet.
• Finishing Each Other's Sentences: Constantly doing this. When one actually finishes their own sentence, the other tends to add on, expanding on what the other said (such as expanding "Emperor Doe" to "God Emperor Doe").
• Face–Heel Turn: They're introduced as high-ranking O.S.I. agents when they help Jonas Jr. in his conflict with the Monarch. Later, it is revealed they're moles for the Guild.
• Heterosexual Life-Partners: They are never seen apart and are constantly Finishing Each Other's Sentences.
• Internal Affairs: As "misters", the are part this and part The Men in Black. They police other O.S.I. agents, right up to General Treister himself, while also dealing with "problem child" protagonists like Jonas Jr. who doesn't want to play along with the O.S.I./Guild "game".
• Lazy Alias: Not only are their names fake, but they relish in it. Other people aren't worth the effort of making good fake names.
• Meaningful Name: They're meant to sound generic. Doe comes from "John Doe", the name for unidentified dead bodies. Calling someone "Mr. Cardholder" refers to the blanked names on credit card commercials.
• The Men in Black: When they first show up in "The Lepidopterists" to deal with with Jonas Jr.'s "butterfly problem". They wear black suits, use Tranquillizer Darts to sedate civilians, and pull back the "heroes/villains" Masquerade to convince J.J. to play along.
• The Mole: For the Guild, spying on General Treister and trying to take over the O.S.I. entirely.
• The Starscream: As double agents for the Guild, they attempt to report General Treister's apparent insanity in hopes of being put in charge of the O.S.I. themselves.
• Tap on the Head: Both of them in "Blood of the Father, Heart of Steel" where Brock whacks Cardholder on both sides of his head with a pair of boots. Then, when Doe walks in, Brock knocks him out by throwing a copy of Giant Boy Detective at his head.
• Those Two Guys: They are constantly Finishing Each Other's Sentences, are never seen apart, and are a pair of moles for the Guild within the O.S.I.

Molotov Cocktease

Voiced by: Mia Baron

"If I were the enemy, you would be dead."

A former Soviet Olympic gymnast and daughter of the legendary KGB assassin "Siberian Husky", Molotov became an assassin herself before turning mercenary after the Cold War. She and Brock have a passionate but unconsummated rivalry and relationship. She swings between ally and enemy with seemingly every appearance, depending on how much Brock's goals align with her own.

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• Action Girl: She regularly goes toe-to-toe with Brock Samson and not only survives (a major achievement in itself) but occasionally gets the better of him, which makes her arguably the second-deadliest human in the series after Brock himself.
• All There in the Manual: While it's never explained why she wears a chastity belt in the show, with only a vague mention of it being related to the Cold War, the Adult Swim website states that she wears it in "keeping with her father's dying wish".
• Amazon Brigade: Leads the Black Hearts, an all-female assassin group.
• Arc Villain: She and Hunter Gathers orchestrate the events of the last three episodes of season three, getting Brock to kill the competition to her Black Hearts assassins. She also serves as the main antagonist of the one-hour season four finale, "Operation P.R.O.M.", trying to break Monstroso out of SPHINX custody.
• The Baroness: A parody of the "sexpot" version. Gorgeous, wears a tight and revealing outfit, extremly deadly, a cold and distant personality, and who lusts after Brock.
• Blemished Beauty: She lacks her left eye and wears an eyepatch over it, and she's a pretty stunning Femme Fatale and Ms. Fanservice, with a Stripperiffic sexy Spy Catsuit outfit.
• Can't Have Sex, Ever: Wears a titanium chastity belt which prevents any sort of penetrative sex. It is no small source of frustration for Brock, as she is ironically "the only woman [he's] ever loved" and the one he cannot actually have sex with. Finally subverted in the season five premiere where Brock finds it among the wreckage of the limousine, confirming that she and Monstroso are in a relationship.
• Combat Sadomasochist: In her fights with Brock. They both seem to enjoy fighting so much that it basically qualifies as foreplay. She is downright aroused when she discovers that he keeps her eye (which he took in their first fight) in his bedroom.
• Combat Stilettos: Wears stilettos with a poison-tipped metal blade in the heel.
• Corrupted Character Copy: Of Black Widow, being a red-headed Russian spy-cum-assassin. Unlike Black Widow who eventually reforms, Molotov remains an amoral assassin for hire who becomes a spy for the O.S.I. because the job pays better rather than any actual Heel–Face Turn reason.
• Dark Action Girl: An assassin and ex-Soviet agent (and on-and-off love interest for Brock), she combines this with The Baroness as a deadly female combatant in a Stripperiffic black Spy Catsuit.
• Dating Catwoman: She is Brock's primary love interest and his personal arch-enemy. Deconstructed, as Brock isn't willing to look past the fact that she's a bad person, having manipulated him repeatedly, and ultimately dumps him for Monstroso.
• Double Reverse Quadruple Agent: A former Soviet agent turned mercenary assassin who ends up as an off-the-board agent for the O.S.I.
• Dude Magnet: In addition to Brock and Monstroso, each of Hank, Rusty, and Headshot have expressed attraction towards her.
• Eyepatch of Power: She is a skilled assassin/mercenary and the only person to regularly fight Brock on equal terms. She wears an eyepatch, having lost her eye to Brock in their first fight, and is flattered to find out that Brock keeps her eye saved in a jar.
• Femme Fatale Spy: As a former Soviet assassin turned mercenary, her looks are part of her arsenal. She later starts up an entire organization of these with her all-female "Black Hearts" assassin group.
• Heel–Face Revolving Door: To the point that it is never exactly clear whose side she's really on; she often allies with a certain faction, only to reveal herself as a double agent. As of "O.S.I. Love You", she has joined the O.S.I., with Hunter saying that she'll be loyal as long as they're paying her the most.
• Hidden Depths: Going by her off-duty attire, Molotov seems to have a soft spot for tacky mid-2000s urban hip-hop style fashion.
• Impossibly Tacky Clothes: Her off-duty outfit. It's so tacky that Brock assumes it's some kind of disguise when he first sees it.
• Love Interests: With Brock through season four. They have a Slap-Slap-Kiss relationship and he calls her the only woman he ever loved, but the two never actually have sex. Following the season four finale (where she is shown to be in a relationship with Monstroso) and season five's "O.S.I. Love You" where she joins the agency as a deep cover agent, their relationship is sunk.
• Manipulative Bastard: She and Hunter orchestrate the events of the season three finale "The Family Who Slays Together..." two-parter by manipulating Brock into thinking the O.S.I. is trying to kill him so that he'll take out the Black Hearts' top rival assassins.
• Meaningful Name: Her name is a play on "molotov cocktail" and a "cocktease." She's a deadly Russian who continually leads Brock on. He even refers to her as a cocktease in one of their first meetings. It doubles as a parody of overly sexual Punny Named "Bond Girl" names like Pussy Galore and Holly Goodhead.
• Ms. Fanservice: Her default outfit is a very Stripperiffic Spy Catsuit with an extreme Navel-Deep Neckline.
• Navel-Deep Neckline: Her default Spy Catsuit outfit is this - completely open all the way down past her navel.
• Nebulous Evil Organization: It's never made clear exactly which agency she worked for during the Soviet Era, though notably, she attempted—and mostly failed—to train Hank and Dean to take care of themselves using a GRU handbook.
• Never Found the Body: In the season four finale, she and Monstroso apparently fall to their deaths, but all we see is Brock looking away from the limo exploding. In the season five premiere, Brock and Shore Leave investigate the wreckage but the only thing they find is a balloon-shaped in Monstroso image and Molotov's chastity belt. Four episodes later, it's confirmed she's still alive.
• Only in It for the Money: She's a mercenary and, as Hunter reveals in "O.S.I. Love You" when hiring her into the O.S.I. as an off-the-books agent, she'll be loyal as long as they're paying her the most.
• The Only One Allowed to Defeat You: How she feels toward Brock, when they aren't making out. She repeatedly aids him so other people don't get the pleasure of killing him (and to further her manipulations).
  Molotov: You know I'd never let anyone kill my Samson. That is my job.
• Put on a Bus: After being revealed to be working for the O.S.I. in season five, she disappears from the series, being completely absent from seasons six and seven, as well as the Finale Movie. A reportedly planned storyline for the canceled season eight would have had her return to disrupt Brock and Warriana's wedding.
• Red and Black and Evil All Over: The colors of her Spy Catsuit and her Black Hearts' uniforms. Fitting visual shorthand for assassins/unscrupulous mercenaries.
• Sexy Backless Outfit: Combines this with a very exaggerated Navel-Deep Neckline in her Spy Catsuit primary outfit.
• Spy Catsuit: Her standard clothing of choice is a black, skin-tight catsuit with red accents and a Navel-Deep Neckline. Fitting for a Femme Fatale Spy assassin and mercenary.
• Stripperiffic: Fitting her status as a parody of sexy female spy characters, Molotov wears a black catsuit with a neck and backline down well past her navel. Her crotch and butt are mere inches from being on full display.
• The Vamp: Started off as more a Femme Fatale Spy, but increasingly uses her wiles to accomplish her missions and finally proves to be irredeemable to Brock who (reluctantly) is willing to kill her in "O.S.I. Love You"... at least until Hunter reveals that she's a Double Reverse Quadruple Agent he hired into the O.S.I. by paying her better than the competition.
• Villainous Cheekbones: She has somewhat pronounced cheekbones and is a Femme Fatale Spy who later turns out to be a Vamp.
• Villainesses Want Heroes: She is very into Brock, even killing others so they can't kill him, though it is a very Slap-Slap-Kiss relationship that can't be fully consummated.
• You Killed My Father: To Brock, which we learn in season one. It takes until season five's "O.S.I. Love You" to reveal the whole story — her father was the legendary KGB assassin the Siberian Husky, who was planning an attack at the '86 Goodwill Games, where Molotov was competing. Brock and his unnamed partner were sent in to stop it. Brock killed the Husky while Molotov killed Brock's partner, cementing their rivalry.

Myra Brandish

Voiced by: Joanna Addler

Dean: You're not our mom! You just can't be!
Hank: On account of the crazy.
Myra: Search your feelings boys; you know it to be true!

A former O.S.I. agent who was assigned to Dr. Venture as bodyguard prior to Brock. She had a mental breakdown after having a relationship with Rusty, ending up in an insane asylum, and claims to be Hank and Dean's mother.

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• Beware the Silly Ones: Though comically delusional and objectively insane, her debut appearance quickly establishes her as one of the Venture Family's deadlier adversaries. Even Brock clearly dreads having to deal with her.
  Brock: Oh crap... Myra's back.
• Bodyguard Crush: She slept with Rusty while assigned as his O.S.I. bodyguard, which eventually spiralled into a catastrophe for her, losing her job and causing her to go (more) insane.
• Butterface: Still in great shape for her age, with a very curvy and muscular body. Her face, however, thanks to a boatload of crazy, didn't age as well as the rest of her.
• Cool Car: Drives a Bullitt-inspired Ford Mustang.
• Crazy Cat Lady: She breast-feeds her many cats, tries to kill Rusty/Brock, and kidnaps Hank and Dean.
• I Was Quite a Looker: She was very attractive when she worked as Rusty's bodyguard. However, all those years of crazy took their toll on her appearance.
• Love Makes You Crazy: She apparently wasn't the most stable even before, but having a relationship with her bodyguard charge in Dr. Venture really sent her off the deep end to murderous extremes.
• Parental Incest: Zig-zagged in "Momma's Boys", helped along by a dose of Incest Subtext. She tells Dean to get undressed, calling his body "handsome", and tries to have her followers shove him up her lady parts to give "birth" to him. (Fortunately for him, she fails). Though it's not made clear whether her motives are purely bat-shit maternal crazy or maternal and sexual. It's only implied that it's both. Though she is revealed to not be the boys' real mom, she believes that she is in her insanity, so it would be incest from her perspective.
• Prison Riot: In "Momma's Boys", she converts her fellow prisoners in the asylum into her own personal cult army and they stage one of these after she gets ahold of Dean. Hank and 21 manage to corrupt it into a full-on prison break, though not for Myra.
• Red Herring: Is implied in her first appearance to possibly be Hank and Dean's mother. She's left as the most likely candidate all the way until season five's "Momma's Boys" confirms that she is not.
• Shout-Out: Brock says that, before joining the O.S.I., she was "Powerkat" on American Gladiators.
• Stalker with a Crush: Toward Rusty, who she used to bodyguard before going insane and being replaced by Brock. Every time she gets out of detainment, she tries to kidnap Rusty and/or the boys. It's not entirely her fault, as Rusty did sleep with her and, for the longest time, was implied to be the boys' mother.
• Tiny Guy, Huge Girl: Is much taller and bigger than Rusty who she hooked up with.

Race Bannon

Voiced by: Christopher McCulloch

The bodyguard of the Quest family from Jonny Quest. He is revealed to be an O.S.I. agent and is killed off quickly after his first appearance, but appears again later in multiple Flashbacks.

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• Cold-Blooded Torture: Is shown in a flashback to the "Pyramid Wars" era performing this on a captured SPHINX agent.
• Death by Cameo: Dies in his first appearance before the opening credits even start.
• Expy Coexistence: Brock is based on him (bodyguard of a scientist/adventurer and his two sons) despite both existing together in the series.
• Heroic Comedic Sociopath: Can cheerfully greet Brock even while gruesomely torturing a detained SPHINX agent.
• No Dead Body Poops: Averted hard, cutting down on the dignity of his passing.
  Brock: (Race dies and loudly craps his pants) Yeah, they never show that part on TV.
• Writing Around Trademarks: After the first two seasons, Warner Bros. (who owns both series) forbade The Venture Bros. from continuing to use Jonny Quest characters. In his later flashback appearances, he is referred to as "Red" instead. (Similar to fellow Quest characters Jonny becoming "Action Johnny" and Dr. Zin becoming "Dr. Z".)

Snoopy

Voiced by: John Hodgman

A junior O.S.I. agent with skills in surveillance and intelligence. Mostly acts as Hunter's assistant.

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• Beleaguered Assistant: To Hunter who, while certainly not a Pointy-Haired Boss, is in charge of an organization with such bizarre goings-on that Snoopy often finds himself having to do things well above his pay grade.
• Classified Information: His low rank in the O.S.I. means he can't access some of the files he needs to assist with missions. In one case, Hunter opens the file for him and reads it aloud, while Snoopy tries to look away.
• Geek Physiques: He is much shorter than most of the other O.S.I. agents and rather chubby. He also displays no martial prowess to speak of, being more of a tech guy and acting as Mission Control.
• Meaningful Name: "Snoopy" is a codename derived from his skill at surveillance and intelligence. He snoops.
• Mission Control: Is almost always in the safety of the O.S.I. HQ or safe area near the mission site, providing guidance and surveillance to the more martially adept agents.
• Non-Action Guy: One of the few named O.S.I. agents seen who isn't a killing machine.
• No Name Given: His actual name is never revealed.
• Plucky Middie: He's the only non-officer rank (Corporal) seen in the Mildly Military O.S.I and, while not as martially capable as the other named members, pulls his weight with strengths in surveillance and intelligence.
• You Are in Command Now: He's temporarily given control of the O.S.I. helicarrier bridge in "O.S.I. Love You", to which he is shocked. He's greatly relieved when Hunter returns to resume command.

Kimberly McManus

Voiced by: Christopher McCulloch (season six), Katie Flahive (season seven)

An O.S.I. grunt in a relationship with a Guild Stranger.

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• Amazonian Beauty: She's at least six feet tall and revealed to be pretty buff out of her armor. None of this detracts from her attractiveness as Guild Stranger S-464 falls in love with her, and Watch and Ward both compliment him on having such a beautiful girlfriend when they see the computer code detailing her looks.
• Contralto of Strength: She's a tough and physically imposing O.S.I. agent with a deep voice. (Actually voiced by a man in her first appearance, but kept even after the voice actor switch to a woman.)
• Dating Catwoman: She's an O.S.I. Agent—ostensibly a heroic organization—involved with a Mook working for her organization's mortal enemy, the villainous Guild of Calamitous Intent.
• Everyone Has Standards: She's willing to date a Guild Stranger because his evil organization at least has rules and standards. When she finds out he's secretly The Mole for another supervillain group, the Peril Partnership, she dumps him because she considers them to be honorless scum. She only takes him back after he becomes a double agent for the Guild.
• Samus Is a Girl: Played for all it's worth in her first appearance, complete with being voiced by a guy, until she removes her helmet and reveals that she's a very attractive woman. Her following appearances have her voiced by Katie Flahive.
• Statuesque Stunner: At least six feet tall and her looks are complimented by several male characters.

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