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* ''Franchise/SaintsRow'':

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* ''Franchise/SaintsRow'':''VideoGame/SaintsRow'':

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Contrast with VisionaryVillain, whose endgame is normally far grander. Compare with PunchClockVillain, since they're just a normal character trying to make some money. The inverse is JustAGangster. See also TragicVillain (which may overlap in some cases).

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Contrast with VisionaryVillain, whose endgame is normally far grander. Compare with PunchClockVillain, since they're just a normal character trying to make some money. The inverse is JustAGangster.JustAGangster, who is so enamored with criminal lifestyle, he actively resists going legit. See also TragicVillain (which may overlap in some cases).


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* ''Franchise/SaintsRow'':
** Benjamin King from the original ''VideoGame/SaintsRow1'' had originally been a regular gangbanger but, by the time the game opens, has managed to enter legitimate business (although still [[CorruptCorporateExecutive maintaining control over his old gang]]). This drive for legitimacy does not sit well with his [[JustAGangster younger subordinates]], however, sparking off an EnemyCivilWar, which the Saints exploit to bring an end to both of King's empires, criminal and legitimate alike.
** By ''VideoGame/SaintsRowTheThird'', the Saints themselves face an identity crisis, with older members desiring to stay full-on gangsters, while the new generation craves legitimacy conveyed to the former gang by their takeover-slash-merger with [[MegaCorp Ultor Corporation]]. The game's two endings [[PhilosophicalChoiceEndings reflect this divide]]: one sees the Saints go fully legit by becoming national heroes, while the other has them prove their cred in the criminal underworld.
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* In the ''Literature/ModestyBlaise'' series, part of the protagonist's backstory is that she successfully pulled this off: she had a successful criminal career, but as soon as she had amassed enough wealth to live comfortably off for the rest of her life, she retired to a life of leisure in a country that didn't have any outstanding warrants for her. The villain in ''The Xanadu Talisman'' is her EvilCounterpart, pursuing the same goal but more erratically and violently.
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* In "Today We Choose Faces" by Creator/RogerZelazny, the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle a job that legitimate businessmen would have no talent for and he was the only mob boss to have himself cryogenically frozen and thus be available.

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* In "Today ''Today We Choose Faces" Faces'' by Creator/RogerZelazny, the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle a job that legitimate businessmen would have no talent for and he was the only mob boss to have himself cryogenically frozen and thus be available.
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* In "Today We Choose Faces" by Roger Zelazny the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle A job that legitimate businessmen would have no talent for and he was the only mob boss to have himself cyrogenically frozen and thus be available.

to:

* In "Today We Choose Faces" by Roger Zelazny Creator/RogerZelazny, the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle A a job that legitimate businessmen would have no talent for and he was the only mob boss to have himself cyrogenically cryogenically frozen and thus be available.
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* ''WesternAnimation/TeenTitans'': Jinx of the Fearsome Five starts out as a villain. In the episode that sows the seeds for her HeelFaceTurn, she admits that she is quite ambitious and one of the reasons she became a villain was because she wanted to be on the same level as her idol Madame Rouge. A combination of Rouge becoming a BrokenPedestal for her and her teammates' laziness and stupidity ultimately results in Jinx joining the heroes.

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* ''WesternAnimation/TeenTitans'': Jinx of the Fearsome Five starts out as a villain. In the episode that sows the seeds for her HeelFaceTurn, HighHeelFaceTurn, she admits that she is quite ambitious and one of the reasons she became a villain was because she wanted to be on the same level as her idol Madame Rouge. A combination of Rouge becoming a BrokenPedestal for her and her teammates' laziness and stupidity ultimately results in Jinx joining the heroes.
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** In another episode, [[GreenThumb Poison Ivy]] seems to have turned over a new leaf (forgive the IncrediblyLamePun) and, in Batman's own words, doesn't do anything more incriminating than forget to return a rented video on time. Ivy actually ''does'' want to have a crime-free life, but her plant-based biology has left her infertile, so she instead attempts to generate plant-based lifeforms to be her "family," which Batman can't abide.

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** In another episode, [[GreenThumb Poison Ivy]] seems to have turned over a new leaf (forgive the IncrediblyLamePun) and, in Batman's own words, doesn't do anything more incriminating than forget to return a rented video on time. Ivy actually ''does'' want to have a crime-free life, but her plant-based biology has left her infertile, so she instead attempts to generate plant-based lifeforms to be her "family," which Batman can't abide.abide when said lifeforms engage in kidnapping and murder.
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[[folder:Anime & Manga]]
* Yoshikage Kira from ''Manga/JoJosBizarreAdventureDiamondIsUnbreakable'' is a normal everyday Japanese salaryman, utterly unremarkable in almost every way...except for the fact he's a serial killer with supernatural powers. Despite the incredibly destructive potential of his Stand, he has no grand plans other than to live a quiet, normal life where he's free to kill women as he pleases, and he's been able to do so in the quiet town of Morioh for decades, without the main characters knowing of his existance till the final act. Perfectly encapsulated in his CharacterFilibuster.
--> '''Yoshikage Kira''': "[...] I'm trying to explain that I'm a person who wishes to live a very quiet life. I take care not to trouble myself with any enemies, like winning and losing, that would cause me to lose sleep at night. That is how I deal with society, and I know that is what brings me happiness. Although, if I were to fight I wouldn't lose to anyone."
[[/folder]]
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*** An earlier episode garners Penguin some [[SympathyForTheDevil genuine sympathy.]] A [[RichBitch catty society woman]], egged on by her friends, decides to play a nasty trick on Penguin by pretending to be interested in him romantically. He's stunned by her affections (at this point, he was a serious {{Gonk}}) and tries to clean up his act to impress her, even bravely defending her from thugs. The woman eventually has second thoughts, but when her friends reveal the whole thing was a ruse, Penguin is legitimately heartbroken and decides to [[ThenLetMeBeEvil be just as evil as they thought he was.]]

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*** An earlier episode episode, "Birds of a Feather," garners Penguin some [[SympathyForTheDevil genuine sympathy.]] A Veronica Vreeland, a [[RichBitch catty society woman]], egged on by and her friends, decides equally-wealthy and unscrupulous friend Pierce decide to play a nasty trick on Penguin by pretending have Veronica pretend to be interested in him romantically.the Penguin as a prank. He's stunned by her affections (at this point, he was a serious {{Gonk}}) and tries to clean up his act to impress her, even bravely defending her from thugs. The woman eventually When Veronica realizes that Penguin is legitimately trying to be kind to her, she has second thoughts, but when her friends reveal Pierce insists on pushing the whole thing was joke despite a ruse, warning from Batman that EvilIsNotAToy. Ultimately, Penguin is legitimately heartbroken and discovers the ruse and, heartbroken, decides to be [[ThenLetMeBeEvil be just as evil as they Veronica and Pierce thought he was.]]
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** This trope is used for a TwistEnding in "Judgment Day," a ''New Adventures'' episode. A mysterious new villain known only as "The Judge" appears in Gotham and starts doling out [[VigilanteMan vigilante justice]] to super-criminals. One of his targets is [[LiteralSplitPersonality Two-Face]], prompting Batman to an attempt an EnemyMine situation, which the former D.A. rejects. The end, though, reveals that the Judge actually ''was'' Two-Face--or, more specifically, a third personality that wanted Harvey Dent to return to his legal roots and dole out punishments again. The dissociative split was so great that Two-Face himself had no idea that he was the Judge.

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** This trope is used for a TwistEnding in "Judgment Day," a ''New Adventures'' episode. A mysterious new villain known only as "The Judge" appears in Gotham and starts doling out [[VigilanteMan vigilante justice]] to super-criminals. One of his targets is [[LiteralSplitPersonality Two-Face]], prompting Batman to an attempt an EnemyMine situation, which the former D.A. rejects. The end, though, reveals that the Judge actually ''was'' ''is'' Two-Face--or, more specifically, a third personality that wanted wants Harvey Dent to return to his legal roots and dole out punishments again. The dissociative split was is so great that Two-Face himself had has no idea that he was is the Judge.Judge, and the episode ends with the two personalities clashing in a cell in Arkham.

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** In "Harley's Holiday," [[VillainousHarlequin Harley Quinn]] passes her competency hearing at Arkham Asylum and is slated for release. She tries her absolute best to keep from causing trouble, but a series of mishaps in a department store lead to a downward spiral. She's ultimately returned to Arkham by the episode's end, although both Batman and the doctors there believe that with a little extra time and care, she'd be OK again in the future.

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** In "Harley's Holiday," [[VillainousHarlequin Harley Quinn]] passes her competency hearing at Arkham Asylum and is slated for release.gets released. She tries her absolute best to keep from causing trouble, but a series of mishaps in a department store lead to a downward spiral. She's ultimately returned to Arkham by the episode's end, although both Batman and the doctors there believe that with a little extra time and care, she'd she'll be OK again in the future.



** One episode sees [[CriminalMindGames The Riddler]] apparently going straight and using his genius intellect to design puzzles and games to earn a fortune honestly. Unlike most examples on this list, it's [[SubvertedTrope subverted]], as Riddler isn't ''really'' interested in his work--he's just pretending to gain public favor and continues his crime sprees, deliberately taunting the Dark Knight with clues to his latest robberies in his sales pitches.

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** One episode sees [[CriminalMindGames The Riddler]] apparently going straight and using his genius intellect to design puzzles and games to earn a fortune honestly. Unlike most examples on this list, it's [[SubvertedTrope subverted]], as Riddler isn't ''really'' interested in his work--he's just pretending to gain public favor and favor. He thus continues his crime sprees, deliberately taunting the Dark Knight with clues to his latest robberies in his sales pitches.



*** An earlier episode garners Penguin some [[SympathyForTheDevil genuine sympathy.]] A [[RichBitch catty society woman]] and her friends decide to play a nasty trick on Penguin by pretending to be interested in him romantically. He's stunned by her affections (at this point, he was a serious {{Gonk}}) and decides to genuinely try to clean up his act to impress her, even bravely defending her from thugs. The woman eventually has second thoughts, but when her friends reveal the whole thing was a ruse, Penguin is legitimately heartbroken and decides to [[ThenLetMeBeEvil be just as evil as they thought he was.]]

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*** An earlier episode garners Penguin some [[SympathyForTheDevil genuine sympathy.]] A [[RichBitch catty society woman]] and woman]], egged on by her friends decide friends, decides to play a nasty trick on Penguin by pretending to be interested in him romantically. He's stunned by her affections (at this point, he was a serious {{Gonk}}) and decides to genuinely try tries to clean up his act to impress her, even bravely defending her from thugs. The woman eventually has second thoughts, but when her friends reveal the whole thing was a ruse, Penguin is legitimately heartbroken and decides to [[ThenLetMeBeEvil be just as evil as they thought he was.]] ]]
** This trope is used for a TwistEnding in "Judgment Day," a ''New Adventures'' episode. A mysterious new villain known only as "The Judge" appears in Gotham and starts doling out [[VigilanteMan vigilante justice]] to super-criminals. One of his targets is [[LiteralSplitPersonality Two-Face]], prompting Batman to an attempt an EnemyMine situation, which the former D.A. rejects. The end, though, reveals that the Judge actually ''was'' Two-Face--or, more specifically, a third personality that wanted Harvey Dent to return to his legal roots and dole out punishments again. The dissociative split was so great that Two-Face himself had no idea that he was the Judge.
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* This was a running theme on ''WesternAnimation/BatmanTheAnimatedSeries'', with several of the Dark Knight's famous RoguesGallery trying their hand at "going straight." [[StatusQuoIsGod It rarely worked]].
** In "Harley's Holiday," [[VillainousHarlequin Harley Quinn]] passes her competency hearing at Arkham Asylum and is slated for release. She tries her absolute best to keep from causing trouble, but a series of mishaps in a department store lead to a downward spiral. She's ultimately returned to Arkham by the episode's end, although both Batman and the doctors there believe that with a little extra time and care, she'd be OK again in the future.
** In another episode, [[GreenThumb Poison Ivy]] seems to have turned over a new leaf (forgive the IncrediblyLamePun) and, in Batman's own words, doesn't do anything more incriminating than forget to return a rented video on time. Ivy actually ''does'' want to have a crime-free life, but her plant-based biology has left her infertile, so she instead attempts to generate plant-based lifeforms to be her "family," which Batman can't abide.
** One episode sees [[CriminalMindGames The Riddler]] apparently going straight and using his genius intellect to design puzzles and games to earn a fortune honestly. Unlike most examples on this list, it's [[SubvertedTrope subverted]], as Riddler isn't ''really'' interested in his work--he's just pretending to gain public favor and continues his crime sprees, deliberately taunting the Dark Knight with clues to his latest robberies in his sales pitches.
** The final season of the show, retitled ''The New Adventures of Batman and Robin'', had this as a rule with [[AristocratsAreEvil The Penguin]]. In addition to an overall redesign that made him appear far more human, Penguin insists that he is a "legitimate businessman" and runs the Iceberg Lounge as an posh nightclub. It's [[DownplayedTrope downplayed]] in that he's still involved in some shady dealings, but he has genuinely given up committing crimes himself.
*** An earlier episode garners Penguin some [[SympathyForTheDevil genuine sympathy.]] A [[RichBitch catty society woman]] and her friends decide to play a nasty trick on Penguin by pretending to be interested in him romantically. He's stunned by her affections (at this point, he was a serious {{Gonk}}) and decides to genuinely try to clean up his act to impress her, even bravely defending her from thugs. The woman eventually has second thoughts, but when her friends reveal the whole thing was a ruse, Penguin is legitimately heartbroken and decides to [[ThenLetMeBeEvil be just as evil as they thought he was.]]
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Contrast with VisionaryVillain, whose endgame is normally far grander. Compare with PunchClockVillain, since they're just a normal character trying to make some money.

to:

Contrast with VisionaryVillain, whose endgame is normally far grander. Compare with PunchClockVillain, since they're just a normal character trying to make some money.
money. The inverse is JustAGangster. See also TragicVillain (which may overlap in some cases).

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Some villains want to watch the world burn. Some want to become TheCity's biggest crimelord. Others, however, would much rather work the 9-5 as the mayor or quite simply [[RetiredMonster spend the rest of their lives]] on a tropical beach drinking cocktails with little umbrellas.

The villain knows crime doesn't pay and that good will always triumph in the end; as a result, their plan involves propelling themselves into civilized society, or simply casting their troubles aside to retire early and count their money.

Sounds like a noble idea to not be evil anymore. This evil enterprise however will normally involve the death and suffering of others. Requiring the hero to step in and stop them.

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Some villains want to watch the world burn. Some burn, and some want to become TheCity's biggest crimelord. Others, however, would much rather work the 9-5 as the mayor or quite simply [[RetiredMonster spend the rest of their lives]] on a tropical beach drinking cocktails with little umbrellas.

The This villain knows that crime doesn't pay and that good will always triumph in the end; as a result, their plan involves propelling themselves into civilized society, or simply casting their troubles aside to retire early and count their money.

Sounds It may sound like a noble idea to not be evil anymore. This evil anymore, but this enterprise however will normally involve the death and suffering of others. Requiring the others, and certainly implies evading justice. Hence, it generally requires a hero to step in and stop them.



[[folder:Comic Books]]
* ComicBook/TheKingpin has retired or endeavoured to go legitimate on occasion, either as a way up from the underworld or under the influence of his wife Vanessa. It doesn’t tend to stick, but he finds ways to bounce back from his defeats.
[[/folder]]



* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, steal 600 million dollars, fake their deaths, and then sit on a beach and earn 20% off their stolen (and believed destroyed) loot.

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* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they his crew are terrorists, steal 600 million dollars, fake their deaths, and then sit on a beach and earn 20% off their stolen (and believed destroyed) loot.



* ''Film/TheLongGoodFriday'': Cockney crime boss Harold Shand has been able to bankroll the transformation of the derelict London dockyards into a possible venue for a future Olympic Games. Which will allow him to leave the world of crime for good.

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* ''Film/TheLongGoodFriday'': Cockney crime boss Harold Shand has been able to bankroll the transformation of the derelict London dockyards into a possible venue for a future Olympic Games. Which Games, which will allow him to leave the world of crime for good.
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* In "Today We Choose Faces" by Roger Zelazny the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle A job that leg I mate businessmen would have no talent for and he was the only mob boss to have himself cyrogenically frozen and thus be available.

to:

* In "Today We Choose Faces" by Roger Zelazny the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle A job that leg I mate legitimate businessmen would have no talent for and he was the only mob boss to have himself cyrogenically frozen and thus be available.
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* In "Today We Choose Faces" by Roger Zelazny the opening premise is that the Mafia has done precisely that and is now a publicly traded company on Wall Street. The reason that the protagonist has been revived is that they need somebody from the old days to handle A job that leg I mate businessmen would have no talent for and he was the only mob boss to have himself cyrogenically frozen and thus be available.

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* In ''Literature/TheGodfather'', Michael Corleone plans to move his family to Nevada and go straight.

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* In ''Literature/TheGodfather'', Michael Corleone plans to move his family to Nevada and go straight.straight, fulfilling -- at least partially -- not only his own wishes, but his father's:
--> '''Don Corleone:''' I never wanted this for you. I work my whole life - I don't apologize - to take care of my family, and I refused to be a fool, dancing on the string held by all those bigshots. I don't apologize - that's my life - but I thought that, that when it was your time, that you would be the one to hold the string. Senator Corleone; Governor Corleone. Well, it wasn't enough time, Michael. It wasn't enough time.
--> '''Michael:''' We'll get there, pop. We'll get there.
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* ''Series/Lucifer2016'': Lucifer meets a biker gang whose leader is tired of the criminal life, he can barely ride anymore because it's too physically taxing. He wants to use the gang's infamy to create an apparel brand.
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Some villains want to watch the world burn. Some want to become TheCity's biggest crimelord. Others, however, would much rather work the 9-5 as the mayor or quite simply [[RetiredCompleteMonster spend the rest of their lives]] on a tropical beach drinking cocktails with little umbrellas.

to:

Some villains want to watch the world burn. Some want to become TheCity's biggest crimelord. Others, however, would much rather work the 9-5 as the mayor or quite simply [[RetiredCompleteMonster [[RetiredMonster spend the rest of their lives]] on a tropical beach drinking cocktails with little umbrellas.
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* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, steal 600 million dollars, fake their deaths and then sit on a beach and earn 20% off their stolen (and believed destroyed) loot.

to:

* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, steal 600 million dollars, fake their deaths deaths, and then sit on a beach and earn 20% off their stolen (and believed destroyed) loot.
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[[folder:LiveActionTV]]

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[[folder:LiveActionTV]][[folder:Live-Action TV]]
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* ''Film/TheGodfather'': The reason why Michael went to College. Don Corleone wanted his son to be a senator or a governor. Michael's end goal is to move the business into the more legitimate territory and leave the world of crime behind.

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* ''Film/TheGodfather'': The reason why Michael went to College. Don Corleone wanted his son to be a senator or a governor. Michael's end goal is to move the business into the more legitimate territory and leave the world of crime behind. [[spoiler:By the end of the third film, he succeeds, becoming fabulously wealthy and completely legitimate. But because of the enemies he made along the way and their efforts to strike back at him, he is also totally alone.]]
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* ''Film/RomeoMustDie'': Isaak O'Day wants to parlay his illegal land grab of assorted plots the NFL wants to build a football stadium on into partial ownership of the team, granting him an entirely legal cut of a multi-billion dollar industry for the rest of his life. Too bad his second in command just wants a quick payoff.
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* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, fake their deaths and then sit on a beach and earn 20%.

to:

* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, steal 600 million dollars, fake their deaths and then sit on a beach and earn 20%.20% off their stolen (and believed destroyed) loot.
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--> Kay, my father's way of doing things is over, it's finished. Even he knows that. I mean in five years, the Corleone Family is going to be completely legitimate. Trust me. That's all I can tell you about my business.

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--> Kay, -> ''"Kay, my father's way of doing things is over, it's finished. Even he knows that. I mean in five years, the Corleone Family is going to be completely legitimate. Trust me. That's all I can tell you about my business."''



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* ''Film/TheSting'': Luther wants to use his portion of the cut from the con that he and Hooker pulled at the beginning of the movie to retire from running cons and buy into a (mostly) legal business one of his relatives runs.
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-->-- '''Michael''',''Film/TheGodfather''

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-->-- '''Michael''',''Film/TheGodfather''
'''Michael''', ''Film/TheGodfather''

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Contrast with VisionaryVillain whose endgame is normally far grander. Compare with PunchClockVillain, since a punch clock villain is just a minion trying to make some money.


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Contrast with VisionaryVillain VisionaryVillain, whose endgame is normally far grander. Compare with PunchClockVillain, since a punch clock villain is they're just a minion normal character trying to make some money.




[[folder: Film -- Live-Action]]

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[[folder: Film [[folder:Films -- Live-Action]]



[[/folder]]

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[[/folder]][[/folder]]
----

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Fixed the The Wire entry a little (note that I'm the one who messed up the entry in TLP, so I'm just making amends


** In season 2, Frank Sobotka is the head of the local stevedore union, and uses money he obtains by helping a smuggler known only as [[TheDon The Greek]] move cargo ranging from, among other things, fund lobbying efforts to restore the port and bring in more legitimate business. [[spoiler: He ends up being killed by the Greek]].

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** In season 2, Frank Sobotka is the head of the local stevedore union, and uses money he obtains by helping a smuggler known only as [[TheDon The Greek]] move cargo ranging from, among other things, from drugs to stolen cars to [[HumanTrafficking prostitutes]] to fund lobbying efforts to restore the port and bring in more legitimate business. [[spoiler: He ends up being killed by the Greek]].
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Created from YKTTW

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--> Kay, my father's way of doing things is over, it's finished. Even he knows that. I mean in five years, the Corleone Family is going to be completely legitimate. Trust me. That's all I can tell you about my business.
-->-- '''Michael''',''Film/TheGodfather''

Some villains want to watch the world burn. Some want to become TheCity's biggest crimelord. Others, however, would much rather work the 9-5 as the mayor or quite simply [[RetiredCompleteMonster spend the rest of their lives]] on a tropical beach drinking cocktails with little umbrellas.

The villain knows crime doesn't pay and that good will always triumph in the end; as a result, their plan involves propelling themselves into civilized society, or simply casting their troubles aside to retire early and count their money.

Sounds like a noble idea to not be evil anymore. This evil enterprise however will normally involve the death and suffering of others. Requiring the hero to step in and stop them.

Contrast with VisionaryVillain whose endgame is normally far grander. Compare with PunchClockVillain, since a punch clock villain is just a minion trying to make some money.


----
!!Examples:
[[foldercontrol]]

[[folder: Film -- Live-Action]]
* ''Film/CutthroatIsland'': Mad Dawg is mostly just a BadBoss and thug for the first part, trailing after Morgan to capture the treasure. It's only later revealed that his plan is to some of the treasure to bribe governor Ainslee into a royal pardon for his crimes and then become governor of Jamaica when he leaves.
* ''Film/TheGodfather'': The reason why Michael went to College. Don Corleone wanted his son to be a senator or a governor. Michael's end goal is to move the business into the more legitimate territory and leave the world of crime behind.
* ''Film/DieHard'': Hans's plan is fairly simple: make everyone think they are terrorists, fake their deaths and then sit on a beach and earn 20%.
* ''Film/KingsmanTheGoldenCircle'': The villain Poppy is a powerful drug lord who's upset at not getting recognized as a savvy businesswoman with a huge profit margin. Her plot involves forcing the world to legalize drugs and allow her enterprise to become a legitimate market force.
* ''Film/TheMaskOfZorro'': Don Rafael Montero will use the money obtained illegally from Mexico's own land to buy California and install himself as president of a new republic.
* ''Film/TheLongGoodFriday'': Cockney crime boss Harold Shand has been able to bankroll the transformation of the derelict London dockyards into a possible venue for a future Olympic Games. Which will allow him to leave the world of crime for good.
[[/folder]]

[[folder:Literature]]
*In ''Literature/TheGodfather'', Michael Corleone plans to move his family to Nevada and go straight.
[[/folder]]

[[folder:LiveActionTV]]
* ''Series/HawaiiFive0'': Adam Noshimuri, son of an ''oyabun'' of the Honolulu {{yakuza}}, starts a mini-civil war in the syndicate when he tries to take their businesses legit. In a bit of DatingCatwoman, he ends up in a romance with Five-0 officer Kono Kalakaua.
* ''Series/QueenOfTheSouth'' has explored this topic a few times:
** The series' original conflict was sparked after Don Epifanio Vargas, the longtime kingpin of Sinaloa's largest cartel, left the business to run for governor. His chosen successor Cesar was incompetent, and thus several factions began vying for control, including Vargas' wife Camila, Cesar, and Teresa Mendoza, the widow of a cartel enforcer who seemingly died when Cesar tried to purge the cartel of anyone who might challenge him.
** In a later season, Teresa Medoza starts looking for ways to go legitimate. She contemplates investing in real estate.
* In ''Series/{{Snowfall}}'', Franklin Saint promised his mother that he had a plan to leave the cocaine business. Unfortunately, he is selling crack on behalf of the CIA, so actually quitting is rather complicated.
* ''Series/TheSopranos'': Carmela is in deep denial about her husband Tony's crimes, but they do give her a life of luxury. The only way she truly expresses how much she truly knows is that she's desperate for her and Tony's daughter Meadow to become a paediatrician, a highly-respected career that's nothing to do with the mob. [[spoiler:It doesn't happen. Meadow switches majors and is well on her way to becoming an AmoralAttorney mob lawyer.]]
* ''Series/Vegas2012'': Vincent Savino is a mobster who in 1960 moves to Las Vegas to take over the operation of a casino for his bosses in the Chicago Outfit. He quickly realizes just how much money can be made in running a legitimate Vegas casino and decides to just go legit and reap the windfall without constant danger from law enforcement. However, his bosses are old-school mobsters with lengthy criminal records (ie unable to be legally associated with a casino in Nevada) who prefer the standard rackets like loan sharking and extortion. Savino has to put his dreams of legitimacy on hold while he tries to outmanoeuvre the other mobsters and gain the independence he needs.
* In ''Series/TheWire'', Stringer Bell is using the money from his and Avon's drug business to make legitimate real estate investments, in an attempt to become wealthier than just selling drugs could make him, and get far enough away from the day to day business that he couldn't be arrested for it, which the cops call "being the bank". [[spoiler: He ends up being killed by [[TheDreaded Omar]] at the end of season 3.]]
** In season 2, Frank Sobotka is the head of the local stevedore union, and uses money he obtains by helping a smuggler known only as [[TheDon The Greek]] move cargo ranging from, among other things, fund lobbying efforts to restore the port and bring in more legitimate business. [[spoiler: He ends up being killed by the Greek]].
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[[folder:Video Games]]
* In ''VideoGame/MafiaIII'' BigBad Sal Marcano wishes to build a casino so that he can ditch the Mafia and go fully legitimate. That said, the way he goes about it involves illegal actions and betraying his allies, and a good part of his reasoning is considering the Civil Rights Movement to be a threat to his livelihood as a Mafia don.
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[[folder:Western Animation]]
* ''WesternAnimation/TeenTitans'': Jinx of the Fearsome Five starts out as a villain. In the episode that sows the seeds for her HeelFaceTurn, she admits that she is quite ambitious and one of the reasons she became a villain was because she wanted to be on the same level as her idol Madame Rouge. A combination of Rouge becoming a BrokenPedestal for her and her teammates' laziness and stupidity ultimately results in Jinx joining the heroes.
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