History Characters / HenryStickminSeriesMainTrio

* {{Greed}}: Henry likes to have valuable stuff. It has led to the events of ''Bank'', a credit scene where he's chasing the money truck in ''Prison'', ''Diamond'', the [[spoiler:''Pure-Blooded Thief'' ending in ''Airship'']], a FAIL in ''Complex'' where he pickpockets a guard, but over-encumbers himself to the point of accidentally crushing himself with the bag he's carrying, and [[spoiler:the ''Stickmin Space Resort'', ''Jewel Baron'', ''Little Nest Egg'', ''Cleaned 'em Out'', and ''Capital Gains'' routes in ''Mission''.]]

* {{Leitmotif}}: She has [[https://www.newgrounds.com/audio/listen/955944 her own theme]] played at the beginning of Thief/Allies route. Additionally, she also has [[https://www.newgrounds.com/audio/listen/955943 Red Headed Outlaw]] played at the end of both the [[spoiler:''Convict Allies'' and ''Capital Gains'']] route.

** [[spoiler:In the ''Toppat King'' path, Henry has the option to abandon Reginald to the Government. He is then immediately blown out of the sky by the Toppats due to mistaking him for a government soldier.]]
--->'''[=FAIL=] Screen''': That's karma for ya'.

'''Main Trio''' ([[Characters/HenryStickminSeriesHenryStickmin Henry Stickmin]]) | [[Characters/HenryStickminSeriesToppatClan Toppat Clan]] | [[Characters/HenryStickminSeriesTheGovernment Government]] | [[Characters/HenryStickminSeriesTheWall The Wall]] ([[Characters/HenryStickminSeriesDmitriJohannesPetrov Dmitri Johannes Petrov]]) | [[Characters/HenryStickminSeriesCenterForChaosContainment Center for Chaos Containment]] | [[Characters/HenryStickminSeriesPoliceAndSecurityGuards Police and Security Guards]] | [[Characters/HenryStickminSeriesOther Unaffiliated]] -]]]]]

* See his page [[Characters/HenryStickminSeriesHenryStickmin here]].

* PlotArmor: [[spoiler:Unlike other two main characters mentioned above, Ellie can only die in a FAIL screen and has no route where she is KilledOffForReal in the end. And yes, even in ''Toppat Civil Warfare'', the timeline where she served as an antagonist, doesn't make her dead, possibly due the route ending in a {{Cliffhanger}}.]]

* WildCard: Despite being a criminal, Ellie seems to have no real morality beyond her loyalty to Henry if he helps her escape the Wall. Whether this means following Henry into a heroic or villainous path is determinant upon the player's choice in ''Airship''. However, one unique things about her is that she can be [[spoiler:''outright main antagonist'' of ''Toppat Civil Warfare''.]]

* AmbiguouslyRelated: A museum guard appearing in ''Diamond''is called Jacob Rose, which led some fans to speculate that he's related to Ellie. Puffballs later debunked this.

[[caption-width-right:350:"[[ThreeAmigos ...With the three of us]], we'll have no problems... ''[[TitleDrop Completing the Mission]]''." [[labelnote:Ellie]]"[[LampshadeHanging Why did you say it like that?]]"[[/labelnote]]]]

* ThreeAmigos: Henry is TheHero, Charles is the friend with the same gender, and Ellie is the friend with the opposite gender.

* ActionGirl: Ellie is every bit as capable as Henry if she's allowed to tag along in the ''Convict Allies'' route and ''Mission'' shows that she's still plenty capable of pulling her weight in every route that features her.

* FemmeFatale: Ellie is shown to be really tough and deadly when she wants to be. In ''Complex'', at the end of the ''Convict Allies'' route, she whips Dmitri with a stop sign in order to save Henry from his mercy, knocking him unconscious and even some of his teeth out.

* WeCannotGoOnWithoutYou: Inverted. If Henry survives but Charles or Ellie is killed, it still results in a fail, so he needs a loyal ally to live.

'''Main Trio''' ([[Characters/HenryStickminSeriesHenryStickmin Henry Stickmin]]) | [[Characters/HenryStickminSeriesToppatClan Toppat Clan]] | [[Characters/HenryStickminSeriesTheGovernment Government]] | [[Characters/HenryStickminSeriesTheWall The Wall]] | [[Characters/HenryStickminSeriesCenterForChaosContainment Center for Chaos Containment]] | [[Characters/HenryStickminSeriesPoliceAndSecurityGuards Police and Security Guards]] | [[Characters/HenryStickminSeriesOther Unaffiliated]] -]]]]]

'''Main Trio''' ([[Characters/HenryStickminSeriesHenryStickmin Henry Stickmin]])| [[Characters/HenryStickminSeriesToppatClan Toppat Clan]] | [[Characters/HenryStickminSeriesTheGovernment Government]] | [[Characters/HenryStickminSeriesTheWall The Wall]] | [[Characters/HenryStickminSeriesCenterForChaosContainment Center for Chaos Containment]] | [[Characters/HenryStickminSeriesPoliceAndSecurityGuards Police and Security Guards]] | [[Characters/HenryStickminSeriesOther Unaffiliated]] -]]]]]

'''Main Trio''' | [[Characters/HenryStickminSeriesToppatClan Toppat Clan]] | [[Characters/HenryStickminSeriesTheGovernment Government]] | [[Characters/HenryStickminSeriesTheWall The Wall]] | [[Characters/HenryStickminSeriesCenterForChaosContainment Center for Chaos Containment]] | [[Characters/HenryStickminSeriesPoliceAndSecurityGuards Police and Security Guards]] | [[Characters/HenryStickminSeriesOther Unaffiliated]] -]]]]]

* AchievementsInIgnorance: [[ImpliedTrope Implied]] retroactively in ''Prison'', for the events of ''Bank'' — Henry’s lawyer argues that Henry couldn’t possibly have tied the money bag shut from inside said bag, making him innocent. In reality, Henry tied off the bag without much difficulty.
* AffablyEvil: It's heavily depending on the player's choice, but despite being a greedy crook who only cares about himself, Henry is capable of being caring to others whenever it is necessary.
* AmusinglyAwfulAim: Henry is utterly ''terrible'' at shooting even when his target is right in front of him. From blowing himself up with a rocket launcher in ''Prison'', to somehow managing to miss every single shot he fires at a guard '''at point-blank range''' in ''Diamond'', to accidentally shooting Ellie with a sniper rifle while trying to show off in ''Complex''. [[spoiler:That said, his aims are greatly improved in ''Mission''; with how he successfully snaps the tether holding the rocket in the ''Stickmin Space Resort'' route with a well-placed sniper round and guns down multiple Toppats with Pew Pew Gun in ''Free Man'' route being prime examples, though he still can screw his shot here and there, such as the ''Toppat King'' route gives Henry [[VideoGame/{{Fallout}} a 95% chance of landing a headshot]] and '''still''' managing to barely miss all four shots.]]
* AndIMustScream: [[spoiler:[[OmegaEnding The Multiverse Correction ending]] seemingly implies, if not outright confirms that every fail is canon, thus meaning Henry has suffered throughout all the deaths he’s endured in the series.]]
* AndTheAdventureContinues: Several paths in ''Mission'' end on the note of Henry having more adventures ahead of him.
* ArcVillain: From the Rapidly Promoted Executive routes onwards [[spoiler:(unless he is betrayed by Reginald in ''The Betrayed'' ending)]]. While Henry himself is already a VillainProtagonist, he straight up becomes the BigBad of his own series once he takes the role of Toppat Leader (with a JerkWithAHeartOfGold streak depending on the path).
* BackFromTheDead: [[spoiler:Since ''The Betrayed'' ending of ''Complex'' ends with his death, the ''Revenged'' route in ''Mission'' opens with his body being retrieved and subsequently resurrected as a cyborg. Unfortunately, this doesn't last for long as he ends up dying for good after claiming his revenge.]]
* BenevolentBoss: As the Toppat Leader, he can be this depending on the players' choice with him risking his life to defend the launch of the Toppat's space station from the government. [[spoiler:This alone convinced Reginald that Henry is a better leader than him as the latter earns his loyalty in return.]]
* BewareTheSillyOnes: Yeah, he's a bumbling, idiotic burglar most of the time, but when something becomes serious to him, or if you betray him, God help you.
* BornLucky: Somehow he always finds something or has an item on hand to aid him in getting through any given situation. The trailer for ''Complex'' shows this on his file.
-->''He is classified as extremely lucky. Be warned upon approach. He is difficult to contain.''
* BornUnlucky: Of course, sometimes the things he finds (and throws, and catches, and falls on...) end up hindering or hurting him in humorous ways.
* BoxedCrook: In ''Airship'', Captain Galeforce allows him to aid him in taking down the Toppat Clan in exchange for amnesty for his crimes.
* BribeBackfire: Henry cannot bribe ''anybody'' for crap. First, he tries to bribe James Lancelot with the Tunisian Diamond to let him go, never mind the fact that he stole it, and because bribery is a federal offense, Lancelot shoots him dead on the spot. Then, he tries to bribe Mr. [=MacBeth=] with the Toppats' money cart, which he hasn't even stolen yet, and Mr. [=MacBeth=] rightfully points out that, "This money ain't even yours, kid." Cue Henry getting shot by a scoping laser.
* BridalCarry: ''Tries'' to do this on Ellie when [[BadassInDistress she's captured by]] [[TheDragon Grigori]]. As it's a FAIL, he ''[[EpicFail somehow]]'' manages to do this on ''Grigori''.
* ButtMonkey: More often than not, Henry gets hurt and killed in amusing ways due to either his clumsiness or just pure bad luck. So much so that even when he succeeds, he may end up injured anyway.
* TheChewToy: Almost all of the humor in this series stems from Henry's suffering.
* ChronicBackstabbingDisorder: Depending on the choice, Henry could backstab anyone he's working with. In ''Airship'', Henry could abandon his mission from the government to strike on his own by either stealing the ruby or joining the Toppats instead. He also able to optionally leaves Ellie behind after she helped him in ''Complex''.
* ClearMyName: This is the whole plotline for ''Airship'', as Captain Galeforce will pardon Henry of all his crimes if he helps the government find a way to bring down the Toppat Clan. Whether he follows along with this idea or not depends on the player's choice.
* CombatPragmatist:
** More often than not, Henry's attempts at a fair fight will end in a FAIL, so he tends to rely on items and cunning in order to beat his foes.
** One of the most notable examples is the Spook option in ''Airship''. After Handsome Harold fails to be scared by the prop spider, Henry does the next logical thing to get the incriminating documents away from Harold by [[TapOnTheHead hitting him over the head with the stick]].
* CoolBike: He has a motorized scooter that he uses to steal the Tunisian Diamond in the Aggressive[=/=]Intruder on a Scooter route in ''Diamond'' and to reach the Toppat Clan airship in [[spoiler:''The Betrayed'']] route in ''Complex''. He brings it back for the [[spoiler:''Stickmin Space Resort'' and ''Jewel Baron'']] routes in ''Mission''.
* CrazyPrepared: Henry has numerous items in his arsenal which helps him succeed in whatever endeavor he presents himself in. That said, not all of the items he finds or has on hand work quite as he intended.
* CrouchingMoronHiddenBadass: Henry may be clumsy and sometimes even dumb. But remember, he's the same guy who escaped a prison using a bunch of objects and gadgets to his advantage, stole the Tunisian Diamond, infiltrated an airship belonging to a criminal clan with wit and cunning (and possibly some help from the Government), and manages to top his previous jailbreak with The Wall, a ''maximum security prison'' that holds the worst criminals around and hasn't had an incident or a successful escape attempt for '''fifty years'''. Not to mention the various endings which have him either outright dismantling the Toppats, [[TheDon spearheading their operations]], or just plain robbing almost every single place he comes across blind, without them even realizing until it's too late.
* CutLexLuthorACheck: Averted when he gets the perfect opportunity to cash said check in the [[spoiler:''Stickmin Space Resort'' ending where he manages to reform all of the Toppat members he accidentally kidnapped after stealing their rocket ship and after employing them as staff, he runs the place as a ''very'' popular and lucrative space resort which enables him to become wealthy legally.]]
* {{Cyborg}}: [[spoiler:He is resurrected with cybernetic replacements for his spine and left arm in the RPE-TB timeline of ''Mission''.]]
* {{Deuteragonist}}: Of the [[spoiler:''Valiant Hero'']] ending, as all choices are made by Charles.
* DiesWideOpen: Dies with his eyes open in the [[spoiler:''Revenged'' ending of ''Mission''.]]
* DishingOutDirt: In the "Rescue" route of ''Complex'', Henry can [[WesternAnimation/AvatarTheLastAirbender earthbend]] slabs of concrete while fighting the Wall's guards. And he actually does really well for a while, at least until he gets clocked in the face by a hunk of rock.
* TheDogBitesBack: [[spoiler:In ''Revenged'', he does this to Reginald (and the entire Toppat Clan) for being betrayed. He did it, but eventually dies as result.]]
* TheDyingWalk: The closing moments of the [[spoiler:''Revenged'' route sees Henry just barely crawling away from the wreckage of the Toppat Clan airship before sitting against a rock and passing away.]]
* EasilyForgiven: In the ''Thief/Allies'' route of ''Mission''. [[spoiler:Either he is forgiven by the government for abandoning the airship mission to steal a ruby when he stops the Toppat rocket launch (likely because the Government got what they wanted out of him anyway), or he is forgiven by the Toppats for breaking into their airship and stealing their ruby (though Reginald ''was'' impressed by his thieving skills) when he helps them escape from the government and returns said ruby.]]
* ElectiveMute: Implied, as he can scream and somehow [[SuperScream make a yell so powerful, it breaks the windows of the Toppat space station]] yet he rarely talks.
* EmergencyTransformation: [[spoiler:Undergoes one in the ''Revenged'' route after being killed by Reginald in ''Complex''.]]
* ExplosiveStupidity: Whenever Henry has an option to use an explosive, expect it to [[HoistByHisOwnPetard backfire on him]]... [[RunningGag every. single. time]].
* ExtraOreDinary:
** During the "Bounty/Executive" routes of ''Airship'', Henry can try [[WesternAnimation/AvatarTheLastAirbender metalbending]] to catch up with Reginald. It doesn't go well for him...
** At the beginning of the "Bounty/Ghost" route of ''Mission'', he can wear a [[VideoGame/SuperMario64 metal hat to turn himself into metal]]. This makes him strong enough to break a door and makes him resistant to bullets.
* FightingSpirit: Has a [[Franchise/JoJosBizarreAdventure Spirit]], named ''Reference'' which he uses to battle the Right-Hand Man in [[spoiler: the Spirit Forme fail]] in the ''Revenged'' path of ''Mission.'' It's able to swap places with Henry and can punch people into an AlternateTimeline.
* FireForgedFriends: Can become this with Charles in the ''Government'' ending of ''Airship'', Ellie in the ''Allies'' ending of ''Complex'', and [[spoiler:Reginald and the Right-Hand Man in the ''Executive/Allies'' and ''Executive/Dead'' endings of ''Mission'']].
* FlatCharacter: Henry doesn't have much characterization outside of being a thief who loves to steal valuable things. It does work on the games' benefit as it allows the player to dictate what type of character Henry will become from ''Airship'' onwards.
* FromNobodyToNightmare: Henry can potentially go from a simple ineffectual robber to a high position in power depending on the route, like the leader of Toppat Clan, a government agent or [[ItMakesSenseInContext the owner of a space resort]].
* GottaHaveItGonnaStealIt: Due to a combination of greed and kleptomania, Henry often desires to steal valuable things once he sets his eyes on them, such as money or jewelry.
* {{Greed}}: Henry likes to have valuable stuff. It has led to the events of ''Bank'', a credit scene where he's chasing the money truck in ''Prison'', ''Diamond'', the [[spoiler:''Pure-Blooded Thief'' ending in ''Airship'']], a FAIL in ''Complex'' where he pickpockets a guard, but over-encumbers himself to the point of accidentally crushing himself with the bag he's carrying, and [[spoiler:the ''Stickmin Space Resort'', ''Jewel Baron'', ''Little Nest Egg'', ''Cleaned 'em Out'', and ''Capital Gains'' routes in ''Mission''.]]
* GrinOfAudacity: Henry often grin this way whenever he's about to steal something or doing anything criminal related in general.
* HatedByAll: He gains this reputation in some of the routes in ''Mission'' where even both the Government and the Toppat Clan want nothing to do with him due to his greedy tendency.
* HeelFaceTurn: Initially a pure VillainProtagonist. But starting with ''Airship'', there are choices that allow him to become a more heroic character. Of course, this is dependent upon player choice.
* HeroicBSOD: Henry becomes very despondent during the [[spoiler:''Valiant Hero'']] ending after realizing that [[spoiler:Charles died.]] Upon going back to Earth, he still appears very dismayed, even while other government military personnel rejoice the [[spoiler:successful destruction of the Toppat satellite.]]
-->'''General Galeforce''': (to Henry) What's wrong?
* HeroicComedicSociopath: Even while he's committing crimes, Henry never fails to go about them in an amusing way.
* HeroicMime: [[DownplayedTrope Downplayed]] in regards to the [[VillainProtagonist "heroic" part]], but he rarely speaks aside from screams of pain or fright when something horrible happens to him. That said, he does speak a couple of very brief lines at points, such as when using the Grenade in ''Prison'', the Falcon Punch and Branch option in ''Diamond'', the Falcon Kick in ''Airship'', the Tall Guy disguise in ''Complex'', and when he begins to explain his plan to Charles in the Government/Allies route in ''Mission''.
* TheHeroDies: In the "Revenged" ending, [[spoiler:he dies peacefully sitting against a rock after getting shot in the back by Reginald and barely surviving an airship crash]].
* HeterosexualLifePartners: In some ending routes with Charles. Starting from ''Airship's'' [[spoiler:''Government Supported Private Investigator'']] and/or ''Complex'''s [[spoiler:''International Rescue Operative'']] route, it's quite clear that they're close friends who are willing to go to great lengths to look after the other, which is further exemplified in several endings in ''Mission'', most notably the [[spoiler:''Special [=BROvert=] Ops'', ''Triple Threat'', and ''Valiant Hero'']] routes. The [[spoiler:''Valiant Hero'']] ending deserves special mention, as he and Charles look after each other the entire route, and Charles [[spoiler:[[HeroicSacrifice sacrifices himself]] at the end to save Henry by holding off the Toppat mook and getting Henry onto the escape pod. When the satellite explodes, Henry looks completely devastated and bangs on the escape pod's glass as it happens and he's ForcedToWatch. He has the same look on his face when he reports back to the general, and is seen saluting his old friend's grave at the end]].
* HeWhoMustNotBeHeard: Despite largely being TheVoiceless, some scenes heavily imply that he's capable of talking in full sentences, but only if the screen isn't focused on him.
* HiddenDepths: Henry seems like a bumbling MasterOfNone at times, but he’s surprisingly adept at driving vehicles and rarely has any trouble behind a wheel. He has driven a souped-up scooter, a police car, multiple tanks, a helicopter, a souped-up [[SpaceX space-scooter]], a rocket and an airship, with no signs of discomfort, all presumably without any training.
* HoistByHisOwnPetard: The methods he uses to complete various tasks often backfire one way or another, especially when he uses [[ExplosiveStupidity explosives]].
* HumbleGoal: [[spoiler:To a degree compared to the other endings where he either becomes a government agent, strikes out on his own as a bounty hunter, continues to serve with the Toppats, or sticks to plain thievery, the ''Stickmin Space Resort'' ending has him turn the Toppat space station into a popular hotel staffed by the former members that happened to be on board when he stole the rocket.]]
* AnIcePerson: In the "grapple gun" route of ''Airship'', he can use ice magic to open the vault's door. He just freezes himself.
* IdenticalStranger: To Gordon Smith (a Toppat Member FamilyMan) and Henry Stickm'''a'''n. [[ThenLetMeBeEvil The latter ended up becoming evil]] due to constantly being mistaken for Henry Stickm'''i'''n and harassed by other people.
* IdiotHero: Not to the same extent as Charles, but he still qualifies considering how many terrible choices he has made throughout the series. Some of the FAIL screens even lampshade this.
-->'''[=FAIL=] Screen''': Not much of a brain in there to begin with.
* IneffectualSympatheticVillain: Especially in ''Bank'' where FailureIsTheOnlyOption. Though he becomes more successful in his endeavors later on, he can still fail occasionally.
* InstantExpert: Zigzagged. The majority of the [=FAILs=] result from Henry's inexperience with whatever he picks up, but in the Executive/Betrayed route of ''Mission'', [[spoiler:he instantly masters his new cybernetics in minutes and defeats the similarly powered-up Right Hand Man in one-on-one combat]].
* ItsAllAboutMe: Henry is notably quite a selfish character, and he continues being so in some of the choices from ''Airship'' onwards. However, this is eventually softened if he gets [[HeterosexualLifePartners Charles]] and/or [[PlatonicLifePartners Ellie]] on his side.
* ItsPersonalWithTheDragon: In ''Completing the Mission'', there is really only one ending where Henry has a clear grudge against Reginald. The Right Hand Man, however, is clearly pissed at Henry in every route where he became a cyborg to the point of Henry being personally captured by him in ''Bounty/Ghost'' route. Even in the routes where Henry becomes the Toppat leader, it's clear that the Right Hand Man isn't thrilled with the arrangement. That being said, the Right Hand Man can eventually let go of his grudge, if [[spoiler:Henry gains Reginald's respect by defending the clan]].
* IWorkAlone: It is possible for Henry to go solo on his adventures despite the options to team up with others. [[JerkWithAHeartOfJerk In some routes, he can backstab them to get to his goal]].
* JerkWithAHeartOfGold: Depending on the players' choice, Henry can become a nicer character even in his more villainous roles, most notably in the routes where he's willing to look up to other people instead of just himself, such as how Henry treats [[MoralityPet Ellie]] as his partner if he help her escape and how he's able to get along very well with Charles in the government-based routes, willing to go along with Charles' plans and never questions or looks down on him for his IdiotHero or BumblingSidekick tendencies. On the other hand...
* JerkWithAHeartOfJerk: Henry can backstab other people just to get what he wants and care only for himself. For example, during the mission to take down the Toppats, he can go rogue to either steal their ruby or join them instead. He can also "thank" Ellie for helping him escape the Wall by [[KickTheDog leaving her to rot]].
* KarmaHoudini:
** As soon as he gets the package in ''Escaping the Prison'', everything helps him, directly or indirectly. He gets out of prison, he steals the Tunisian Diamond, is pardoned by the government or becomes the leader of the Toppat Clan in ''Infiltrating the Airship'', and escapes the Wall in ''Fleeing the Complex''.
** In the ''Ghost'' ending of ''Complex'', he abandons Ellie as soon as she outlives her usefulness. He receives no comeuppance for this in three of the four routes in ''Mission'' that follow from this ending. [[spoiler:He isn't so lucky in ''Executive/Ghost'', though...]]
* KarmaHoudiniWarranty:
** [[spoiler:''The Betrayed'' ending in ''Fleeing the Complex'' is the first ending that has Henry getting his punishment, as he's killed by Reginald. And when that doesn't stick, he's killed for real in the ''Revenged'' ending from ''Completing the Mission'' by Reginald again after he gets his revenge on the Toppat Clan.]]
** Also happens in another one of the endings for ''Mission''. [[spoiler:After betraying Ellie yielded no results in ''Complex'', she winds up following him to the Toppat Clan's airship, exposing him which results Reginald, using Henry's betrayal as an example, convinces much of the Toppat Clan to overthrow him. This puts Henry in a civil war between his much smaller team of loyalists and the rest of the clan led by new leader Ellie, stopping what would would have been an easy means of becoming the leader of a significantly large crime organization.]]
* KarmicButtMonkey: While the fails almost always make life a hell for Henry, he at least deserve them for his criminal actions.
* KarmicJackpot:
** By helping Ellie escape the Wall, Henry earns her loyalty to him as she becomes his faithful partner in return.
** [[spoiler:After Henry manages to defend the Toppats' rocket launch from the government as their leader, Reginald would gives his respect for the accomplishment as he give the control of the clan in his earnest and even gains his loyalty in return.]]
* KickTheDog: In ''Complex'', Henry can optionally leave Ellie behind, even after she helps him escape. [[spoiler:It comes back to bite him in the ''Toppat Civil Warfare'' route, where she escapes the Wall herself and turns the entire Toppat clan against him.]]
* KilledOffForReal: [[spoiler:In the ''Revenged'' ending, he dies for good, as confirmed by WordOfGod.]]
* KleptomaniacHero: See {{Greed}} above.
* LaserGuidedKarma:
** While Henry ''is'' stealing from innocent/regular people and security guards in the first three games, any options that involves him outright ''harming'' people who aren't evil without defending himself (like shooting them, blowing them up, etc) either backfires into a Fail outright, or works but ''instantly'' lands Henry in an even worse situation. This lessens later, since the later games tend to give Henry explicit good/evil routes instead that give the player a corner to ramp up the BlackComedy without karma.
** [[spoiler:As the ''Toppat Civil Warfare'' route in ''Mission'' demonstrates, leaving Ellie to fend for herself in the ''Ghost Inmate'' route '''seriously''' bites Henry hard when she takes control of the Toppat Clan, leaving only three people on his side.]]
** [[spoiler:The ''Betrayed'' ending of ''Complex'' has Reginald betray him and drop him to [[KarmicDeath his death]]; not much as above, but still fitting, considering he betrayed the government for the clan.]]
** [[spoiler:In the ''Toppat King'' path, Henry has the option to abandon Reginald to the Government. He is then immediately blown out of the sky by the Toppats due to mistaking him for a government soldier.]]
--->'''[=FAIL=] Screen''': That's karma for ya'.
** {{Subverted|Trope}} in the ''Bounty/Ghost'' route. While he ends up captured yet again after leaving Ellie behind at the Wall, this time by the Toppat Clan, he still manage to escape from them anyway and [[spoiler:even indirectly plowed through their space station's power core in the process]].
* LaughablyEvil: A VillainProtagonist who's also TheChewToy thanks to all the amusing fails and deaths that can happen to him in the series.
* TheLeader: Henry becomes the leader of the Toppat Clan in the ''Rapidly Promoted Executive'' route in ''Airship'' and onwards. Alternatively, he also serves as this to the main trio in the [[spoiler:''Triple Threat'']] route and to the government's EliteFour in the [[spoiler:''Master Bounty Hunter'']] route.
* LeeroyJenkins:
** Pretty much what occurred regarding his more "aggressive" options in each game starting from ''Prison'' where Henry simply going straight for his goals wide open without any plans whatsoever, which could ([[ButtMonkey and does]]) gone wrong if it wasn't with the fact that [[BornLucky Henry being so darn lucky most of the time.]]
** The more straightforward example is the "charge" option in the ''Toppat King'' route of ''Mission'' where Henry attempt to just pathetically charging through the Government's soldiers while yelling his name, only to be shot offscreen. The FAIL screen even fuel the reference further.
--->'''[=FAIL=] Screen''': Oh my god, he just ran in.
* LethalKlutz: Henry's clumsiness more often than not causes horrific things to happen to him.
* LovableRogue: Henry might be a criminal and burglar, but it's really amusing to see him both succeeding ''and'' failing.
* TheManyDeathsOfYou: The primary entertainment value of the series is watching him fail and die over and over and over again.
* MikeNelsonDestroyerOfWorlds: Henry's a pretty unimpressive guy aside from a few abilities that he only uses once, but the destruction he leaves in his wake in many paths (though there are exceptions) is truly impressive. And in many routes, it's unintentional.
* MoralityChain: To Ellie, if the ''Government/Allies'' route is chosen; [[spoiler:his friendships with Charles and the Government influence her into putting her criminal past behind her and becoming an ace special operative]].
* NewPowersAsThePlotDemands: He sometime gains special powers and items out of nowhere depending on the situation, and he'll never use them again, though there are few exceptions such as his recurring Teleporter. Of course, most of them fail hilariously...
* NotSoHarmlessVillain: At first glance, Henry doesn't seem all that threatening due to his bumbling, but several routes in the series showed that he can still be dangerous to those around, even if it's unintentional.
* OhCrap: Sports one at the beginning of [[spoiler:''Toppat Civil Warfare'' when Ellie conforts him in front of the clan for abandoning her.]]
* OnlyTheLeadsGetAHappyEnding: [[spoiler:In the ''Master Bounty Hunter'' route, he takes up Charles' suggestion to take the bounty hunting gig further and apparently is a success, but his teammates got vaporized by the Right Hand Man without much fanfare.]]
* PetTheDog: Depending on the player's choices, he ''can'' have [[HiddenHeartOfGold sympathetic moments]]. The two main examples of these are if he decides to free Dave from the Toppat Clan, a policeman/night guard who previously worked against him, and if he helps Ellie up to escape instead of leaving her behind.
* PhantomThief: His actions in all of the ''Pure Blooded Thief'' (minus ''Convict Allies'') routes constitute as such. To add icing on the cake, in any route of ''Mission'' following the ''Presumed Dead'' ending, Henry has an alias while stuck in the frigid north, known as [[spoiler:the Mysterious Vagabond]].
** In ''Pure Blooded Thief'', he looks out only for himself by forgetting the mission in exchange for stealing the Romanian Ruby, and in the process of absconding with it, he destroys the Toppat's airship for good, allowing the government to apprehend a majority of their members.
** In [[spoiler:''Jewel Baron'']], he goes back to the Toppats, who are in a position where nobody is able to stop them, to [[spoiler:steal their Norwegian Emerald]]. He does so, and in the process, [[spoiler:Henry destroys the orbital station, which not even the government could stop, and ends up killing both Reginald and the Right Hand Man]].
** In [[spoiler:''Stickmin Space Resort'']], he once again tries to steal from the Toppats; this time, [[spoiler:their entire rocket/orbital satellite]]. Henry once again proves successful, [[spoiler:converts the rocket into a resort, reforms the onboard members into his own crew members, and gets all of the Toppats remaining on Earth arrested]].
* PlatonicLifePartners: With Ellie from ''Convict Allies'' route onwards. The two are always valuing each other and supporting one another, regardless of what affiliates they're in. So much so that [[spoiler:Henry eventually promotes Ellie as his Right Hand Lady at the end of ''Toppat King'' route.]]
* PlayingWithFire: In ''Airship'', if he fights the Right Hand Man with the "dirk" option, he can try to attack with fire magic.
* PlotArmor: As the main protagonist, this is a given, and he eventually becomes a KarmaHoudini as result. Aside from fails, he can only die canonically in the [[spoiler:''Betrayed'']] ending.
* ProtagonistTitle: The titular protagonist of the series.
* PsychoticSmirk: In the intro of the Government/Ghost route of ''Mission'', he gives the audience a very smug smile when he hears about the Toppats' rocketship filled with treasures. This expression is also used to represent his last bio card.
* RageBreakingPoint: Henry reaches this in the ''[[spoiler:Jewel Baron]]'' route regarding the [[RunningGag Teleporter gag]]. After staring at the device for a bit, [[spoiler:Henry finally snaps and tosses it onto the floor to break it, which lead him to be unintentionally teleported to a number of locations including the ocean and out into space before stopping at his intended destination, the Toppat's vault with the Norwegian Emerald inside]].
* TheRedeemer:
** [[spoiler:The ''Stickmin Space Resort'' ending has him redeeming the Toppat Clan members he happened to kidnap when he stole their rocket before decides to turn it into a space hotel with the reformed members as staff.]]
** He indirectly influences Ellie to reform as well in [[spoiler:''Triple Threat'']] route as they working together alongside Charles to stop the Toppats' rocket launch.
* ReformedButNotTamed: As shown in the ''Government/Ghost'', ''Bounty/Allies'', and ''Bounty/Dead'' routes, Henry can opt to help out the Government and be cleared of all criminal charges but remain a hardcore thief regardless; the only caveat being that his next target is so happens to be people worse than him.
* RewardedAsATraitorDeserves: Given Reginald's past and his talks of loyalty and dedication, it's heavily implied this is the real reason Henry [[spoiler: meets his end in ''The Betrayed'', having backstabbed another major party and taken the seat by force in the process]], rather than wanton evil.
* RippleEffectProofMemory: He seems to still retain memories of his [=FAILs=], even if canonically he never took those choices (usually because they end in his death). To name the examples:
** Henry develops a hesitance and then later a hatred for the Teleporter. This is despite the fact that, if we only count his successes as canon, he would have never have used the device before his one successful attempt in ''Diamond'' (so his reluctance and fear of it make little sense, considering how eager he is to try anything else), and he wouldn't [[spoiler:smash and stomp on it in hatred in ''Mission'']] if he had either not used it before or used it once successfully. So he likely has knowledge of his [=FAILs=] from other attempts.
** By this logic, Henry shows some frustration at Charles' numerous failed attempts to assist him, which makes the "I don't need your help!" choice possible while Henry is sneaking into the electrified airduct in ''Airship''.
** The same applies for the "Charles" option, and how Henry reacts to it: surprise in ''Airship'', fear in ''Complex'', and panic in ''Mission''. Additionally, in the former two, he doesn't understand Charlie's plan until he notices [[DynamicEntry the helicopter approaching]]; in the latter, [[OhCrap he starts panicking]] as soon as Charles claims that the situation "calls for some bold action".
* RoaringRampageOfRevenge: In the ''Executive/Betrayed'' route, [[spoiler:he smashes his way through the Toppat airship in order to get revenge on Reginald for betraying him]].
* TheScrooge: {{Inverted|Trope}}. Despite stealing gems that would realistically afford someone a life of absolute luxury for ten lifetimes, Henry somehow manages to burn through all of it in under a year and always seems to be in need of more. However, this could simply be because he's ''that much'' of a kleptomaniac and enough is never enough as far as he's concerned.
* ShockAndAwe: At the beginning of the ''Bounty/Ghost'' route of ''Mission'', he can use thunder magic to free himself from his cuffs.
* SignatureHeadgear:
** If he's the Toppat leader, he gets Reginald's black top hat with his dollar gold chain wrapped around it.
** If he's just a Toppat recruit, he gets a navy blue top hat with a golden "H" brooch on it.
* TheSilentBob: Henry rarely talks on his own and whenever he does, it's always out of nowhere and sometimes even PlayedForLaughs.
* TheSociopath: Henry is a weird example, as he shows all signs of being a sociopath, although never all of them in the same route. No remorse or empathy? Henry never shows any signs of remorse in any route. Manipulation? Manages to trick multiple characters in the series through various ways. Constant need for stimulation? Henry sometimes destroys more than he needs to, such [[spoiler:blowing up an entire rocket for a single emerald (He used said emerald to reflect the rocket's KillSat laser back at it in ''Thief/Ghost'', although to be fair this likely wasn't part of his plan, and it was his only means to defend himself from said KillSat)]] or [[spoiler:indirectly destroys the entire Toppat Clan because one guy killed you]]. Brilliant but lacking foresight? Can pull off genuinely amazing moves, and fail in hilarious ways due to not really realizing how things work. Completely selfish? Now, this is where it gets tricky. Henry's as capable of tricking and betraying Charles and Ellie as he is of anyone else... when he first meets them. But, as he works with them directly, and he gets to know them better, he forms genuine bonds with them. This doesn't stop Henry from possibly staging a heist against the Toppats behind the Government's back though, should he befriend Charles... and Ellie doesn't soften Henry's criminal tendencies, being a criminal herself.
* SpannerInTheWorks: Henry frequently disrupts larger schemes with his larceny.
** [[spoiler:Bios reveal that the Tunisian exhibit was all a prelude to Mayor Fredrickson's own plans to steal the diamond, which was foiled by Henry stealing it first.]]
** Several routes of ''Mission'' involve Henry robbing the Toppats blind, without a care for their space station plans being screwed in the process.
* SpellMyNameWithAnS: His surname is Stickm'''''i'''''n, not Stickm'''''a'''''n.[[note]]This is alluded to in ''Complex'' when a comms officer calls him 'Henry Stickman', and in ''Mission'' with the ''actual'' Henry Stickman as a very minor character.[[/note]]
* SpringtimeForHitler: How a number of his successes come to be. Notably, his [[AmusinglyAwfulAim terrible aiming]] becomes heavily improved when shocked with a taser, whereas when the Teleporter has failed him every single time before, it brings him right where he needs to be when he shatters it into pieces in frustration.
* StealingFromThieves: In some routes of ''Mission'', he can steal property of the Toppat Clan, who themselves are a huge criminal syndicate.
* StrongAsTheyNeedToBe: Henry is possibly one of the biggest examples of this trope in fiction. Normally his ability to fight head on is pathetic, but for some options he gains inexplicable superpowers that he then never uses again (most notably his ability to pull off a ''Matrix''-style BulletDodge, BulletCatch, ''and'' CatchAndReturn during the Badass ending of ''Prison''). It can even happen within the same option: he can be strong enough to punch a military helicopter and send it flying, but not strong enough to survive the fall afterwards. This all runs on RuleOfFunny and RuleOfCool.
* StupidCrooks: His first time breaking into a bank didn't go so well. Future criminal acts were relatively more successful, though.
* SuperScream: In the "Thief/Ghost" route of ''Mission'', he can eject the Right Hand Man and Wilhelm Krieghaus out of the Toppat space station by using the [[VideoGame/TheElderScrollsVSkyrim Unrelenting Force]] at them.
* SurvivorsGuilt: Heavily implied on ''Mission''[='=]s [[spoiler:''Valiant Hero'' route]]. He is utterly devastated after seeing [[spoiler:the Toppats' space station explode with Charles still on it after the pilot threw him into an escape pod to save him from a Toppat goon]]. The last shot of the ending is him [[spoiler:saluting Charles' grave]].
* TankGoodness: In the ''Relentless Bounty Hunter'' route, Henry stole the Toppats' tank (which itself is [[ShoutOut shaped like the tank on the Newgrounds logo]]) to take Reginald off the airship and bring him to the government. Afterwards, he gets to own it and eventually uses it to raid the Toppats' transport train in the [[spoiler:''Little Nest Egg'']] and [[spoiler:''Capital Gains'']] route.
* {{Teleportation}}: Henry has a teleportation device in every game but it's... ''unreliable'' to say the least, usually putting him in danger. As the series progresses, [[RippleEffectProofMemory he gets more and more reluctant to use it]], until in ''Mission,'' he throws it on the ground and destroys it. [[spoiler: This time, however, its last-minute malfunction puts him exactly where he needs to be.]]
* TooDumbToLive: The [=FAILs=] are pretty much all the result of Henry's clumsiness. Even though many of them are due to the player's options, some [=FAILs=] are beyond that. One notable example is with the old ''Bank'', where Henry uses explosives to break the bank's walls. When the explosives fail, he goes close by to examine what went wrong.
* TookALevelInBadass:
** Through the course of the series, he goes from failing to rob a bank, to successfully stealing a giant diamond from a museum, to breaking out of a legendary, maximum-security prison. This comes to a head in ''Mission'', where he either fends off the Government, makes off with the Toppat Clan's riches, takes down an orbital KillSat, or even ''steals it''!
** It's rather subtle, but by the time of ''Mission'', Henry has gotten (mostly) better at aiming with his guns.
* TheUnfought: To Charles; should he join the Toppat Clan and become their new leader in ''Airship'', there's no point in ''Mission'' where Charles shows up to stop him from launching the Toppat's space station, aside of a brief appearance in ''Executive/Dead'' route.
* UnfriendlyFire: In ''Complex'', in a standoff with some guards, Henry can choose the sniper rifle; if Ellie chooses the crossbow, Henry will attempt a 360 no-scope and accidentally shoot Ellie, who is standing next to him.
* UnluckilyLucky: Henry's luck seesaws to comical extremes; sometimes his choices succeed because of total coincidences like a soldier in a mech suit deciding to [[PottyEmergency take a leak]] at exactly the right time, and sometimes he can fire a rocket launcher and have it re-directed at him because he just happened to aim through a curved pipe.
* UnsympatheticComedyProtagonist: Watching him suffer as a result of a FAIL is just as much fun as watching him succeed.
* VillainKiller: Henry kills or causes the death of quite a few characters who take up the BigBad role in some routes:
** [[spoiler:Reginald Copperbottom]] in the [[spoiler:''Revenged'', ''Toppat Civil War'', ''Jewel Baron'' and ''Pardoned Pals'']] routes.
** [[spoiler:Right Hand Man]] in the [[spoiler:''Relentless Bounty Hunter'', ''Rapidly Promoted Executive'', ''Jewel Baron'' and ''Pardoned Pals'']] routes and [[spoiler:RHM Reborn]] in [[spoiler:''Capital Gains'' and ''Revenged'']].
** [[spoiler:Sven Svensson]] in [[spoiler:''Pardoned Pals'']].
** [[spoiler:Dmitri Johannes Petrov]] in [[spoiler:''Toppat Recruits'' and ''Pardoned Pals'']].
* VillainProtagonist: In the first few games, Henry is a burglar, willing to take out pretty much anyone who gets in his way, be they fellow evil goons or relatively innocent police officers and museum night guards. But starting with ''Airship'', his morality becomes more dependent on the choices made by the player.
* TheVoiceless: He is this unless he's extremely terrified about something awful that happens to him or he's about to do something cool.
* WalkingDisasterArea: Henry leaves behind him a path of destruction in a lot of the routes across the series, most of the time unintentionally so. This is even lampshaded by Dmitri in ''Complex'' in [[spoiler:''Allies'']] after Henry and Ellie escape causing the first PrisonRiot in the Wall after 50 years without incidents.
* WeakButSkilled: For the most part, his ability in combat is not the best but Henry more than makes up for it with his abilities and items. This is also the reason why he's on the Government's watchlist and why they recruited him in ''Airship''; he is skilled enough to get their attention.
* WeCanRebuildHim: On the ''Executive/Betrayed'' route, [[spoiler:he is resurrected as a cyborg after being thrown to his death]].
* WeNeedADistraction: He does this by dancing twice across the series.
* WildCard: From ''Airship'' onward. Depending on your choices, Henry could zigzag from being [[HeelFaceTurn a genuine hero later on]], to continuing with his criminal ways, or even becoming a HeroicNeutral who [[ItsAllAboutMe doesn't care about any faction but himself]] in each game.

* ElectiveMute: Implied, as he can scream and somehow [[MakeMeWannaShout make a yell so powerful, it breaks the windows of the Toppat space station]] yet he rarely talks.

* MakeMeWannaShout: In the "Thief/Ghost" route of ''Mission'', he can eject the Right Hand Man and Wilhelm Krieghaus out of the Toppat space station by using the [[VideoGame/TheElderScrollsVSkyrim Unrelenting Force]] at them.

* InexplicablyAwesome: Unlike Henry who has no recurring special power outside of [[NewPowersAsThePlotDemands whatever he's able to pull off depending on the situation]], Ellie is consistently shown to have force power on at least two occasions. How she somehow gains such power is anyone's guess.