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Outside Man, Inside Man
This is a two-character dynamic that frequently shows up in fiction.

Somewhere in the Backstory, two male friends are making their way in the world as Those Two Bad Guys, keeping up the Masquerade for the Ancient Conspiracy, going to war for The Empire or doing hits for The Syndicate.

One day, orders come down from the top to Shoot the Dog. The "Outside" man pulls a Heel-Face Turn and refuses to go along with it. They may have fallen In Love with the Mark, had his training wear off, or decided Even Evil Has Standards.

This moral awakening will prompt him to announce that he's leaving and ask for his companion to come with him. The "Inside" man will refuse, and his reason why will be reflected in his role in the series:

At this point the "Inside" man will attempt to kill the "Outside" (with varying degrees of seriousness), but The Power of Friendship means that he can't quite go through with it.

The "Outside" man will then go off and join (or found) La Résistance as its key member. Alternately, he may go Walking the Earth to stay out of the reach of the organization.

May overlap with Red Oni, Blue Oni. Compare Internal Reformist.

Note: When listing examples, list the "Outside" man first.

Examples

Anime and Manga
  • Spike and Vicious, Cowboy Bebop
  • Inversion: Knives and Vash, Trigun
    • It should be noted that the 'organization' in this scenario is the human race, and that Knives evidently honestly believes himself to be the good guy. He puts together a more typical evil organization later on. (Which Wolfwood in due course deserts, but he never had a partner so we don't get this trope, although his fights with Midvalley and Livio both have shades of it.)
  • Mello and Near, Death Note
  • Inversion: Sasuke and Naruto.
  • This is basically the relationship between Lelouch and Suzaku in Code Geass, except that Suzaku joins The Empire after Lelouch leaves it.
  • Variation: Akira Hojo and Chiaki Asami from the manga Sanctuary deliberately embrace this trope. Their plan to remake Japanese society calls for Hojo to rise to power as a Yakuza, providing under-the-table funding and "moral support" to Asami's career as a politician. (They played Janken to decide who would be who.)
  • Train and Creed, Black Cat.
  • Gaula and Gulen in Kishin Douji Zenki.

Comic Books

Film
  • Kinda what happens between Preston and Brandt (outside and inside) in Equilibrium, except that there is no friendship (or indeed, any emotion) between them.
    • Also kinda what happens with Partridge and Preston at the beginning of the film, except Preston successfully kills Partridge.
  • Repo Men, although given the All Just a Dream Reveal, it's a little hard to reduce to this.
  • Most movies that feature this are probably looking back to Logan's Run. Interestingly, in the book the inside man was secretly running La Résistance, which was why he couldn't afford to go AWOL. In the movie he just flips out and eventually gets dead.
  • Pulp Fiction: the impetus for the change here is not the job itself, but the fact that the two guys escape being repeatedly shot at at near range. Jules, the outside man, takes this as a miracle and repents, deciding to give up the business and Walk the Earth. Vincent stays in, and is later killed by Butch. Since the film is in Anachronic Order, the moment of Jules' decision is treated as the finale though the "miracle" is at the beginning, and Vincent is killed in between.

Literature
  • The Man-Kzin Wars books, a multi-author spinoff of Larry Niven's Known Space Universe, have two major characters who seem to fit this trope. Claude, Harold, and Ingrid are three friends in a love triangle who join the planetary defense force just before invading Cat-Like Aliens ultimately succeed at conquering their human colony and holding it for a generation. Claude and Harold get left behind by Ingrid during the confusion of the military evacuation; when Ingrid comes back decades later (and still young thanks to time-dilation) as part of a covert operation, she needs to tap them as contacts but both Claude and Harold have long ago abandoned active resistance: Claude has chosen to cooperate with the occupation forces and became their chief of police in the Capitol, while Harold started a nightclub there and became a big player in the criminal underworld. Naturally, they've fallen out with each other to the point of practically being nemeses. Both of them originally sought their positions in the belief that they could 'do good' through them, but by now have become largely corrupt. Both of them are also still very angry at Ingrid for abandoning them, but both of them are tempted by the possibility of regaining their integrity and throwing of their alien masters- who are all too happy to kill and eat suspected 'feral' humans. The resolution is quite tumultuous.
  • Nicholas Easter and Marlee in the John Grisham legal thriller The Runaway Jury as well as in the movie version. Nicholas got himself planted as a jury member to influence a court decision involving large corporations (in the book it was a tobacco company and in the film it was the firearms industry. Marlee was on the outside interacting with lawyers on both sides of the case. Their motivations and MO differ in the two media.

Live-Action TV
  • On LOST, Jacob and Smoke-Monster play out something like this after Smokey discovers the woman that raised them had actually killed their real mother
  • In Nikita this is the dynamic between Nikita and Michael. Nikita rebels against Division when it kills her fiance while Micheal stays loyal as Percy's Dragon.
    • To a lesser extant this also happens between Nikita and Birkhoff. They are good friends and Nikita wants him to join her in the fight against Division but Birkhoff is too scared of Percy.

Tabletop Games
  • D&D 4th edition uses this trope for their new alignment system. Good characters are willing to overthrow corrupt governments, while Lawful Good characters prefer to change things from within.

Theatre
  • In Wicked, Galinda and Elphaba become this trope. They become good friends at school, but after they see the Wizard, Elphaba decides to work against him, and Galinda decides to work for him. At the end, they forgive each other and (sort of) reconcile their friendship before Elphaba has to fake her death and leave Oz forever. (In the book, she actually dies, and doesn't see Glinda so soon before it either.)
    • Also the emotions are much murkier, less clear, and more mixed with bitterness on all sides.

Video Games
  • Cecil and Kain in Final Fantasy IV.
  • Celes and Kefka, Final Fantasy VI
  • Cloud and Sephiroth, Final Fantasy VII
    • Closer to Zack and Sephiroth. Cloud and Sephiroth really didn't have a major interaction before they began fighting. Also Angeal and Zack in Crisis Core.
  • Judges Drace and Gabranth in Final Fantasy XII. Not played straight though, as Gabranth only stays the inside man because Drace urges him to after her attempt to become an outside man ends in tragedy.
  • Tommy and Sam in Mafia: The City of Lost Heaven game (outside and inside, respectively).
  • Wesker and Birkin in Resident Evil, though they remained friends and comrades.
  • Brandon Heat and Harry MacDowell from Gungrave.
  • Somewhat inverted in Suikoden II, where both the main characters essentially start out as outside men, with one slowly working their way into the system to subvert it from within. The trope follows from there, though, as there are multiple points where the outside man begs the inside man to leave the evil empire, the inside man eventually overthrows the original leader and becomes the one in charge, and the entire scenario ends with a Redemption Equals Death outcome. Well, unless you get the best ending, anyway.
  • Yuri and Flynn in Tales of Vesperia.

Webcomics
Masculine Lines, Feminine CurvesRed Fish, Blue FishRed Index, Blue Index
Open Minded ParentStock CharactersOverly Polite Pals
Out-of-Character MomentCharacterization TropesOver and Under the Top

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