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* AdaptationDisplacement: There's a book?
** The book was a famous bestseller in its day and indeed in its year of publication(in the 1920s) created a wave of interest in what was, even then, a bygone era and was highly regarded by the likes of JorgeLuisBorges. Scorsese had wanted to adapt it since the 1970s.
* AwardSnub: Nominated for 10 AcademyAwards, won ''none''.
** Out of the 5 actors nominated for the Best Actor Oscar that year, Daniel Day-Lewis was the one who received the most prior awards for his performance, winning ''several'' awards (including the BAFTA and the SAG). Coming into Oscar night, Day-Lewis was the likely favorite, and yet he didn't win.
* AwesomeEgo: There are two occasions when Bill responds to a cheering crowd with a dismissive, even bored, royal wave. Rather than coming off as pretentious or pompous, his arrogance comes across as so totally justified that the moments appear on the SugarWiki/MomentOfAwesome page.
* BigLippedAlligatorMoment: Amsterdam looks out across the lake where there are people dancing in front of a fire. The scene shifts immediately after. [[FlatWhat What?]]
* [[DracoInLeatherPants Draco In A]] [[NiceHat Pimping Top-Hat]]: Bill Cutting. Not that anyone else in the movie is a good person, but for some reason Bill gets lionized above others due to his {{Badass}} factor.
* HarsherInHindsight: A lot of the anti-immigrant viewpoints of Bill's gang and the Know-Nothing Party are eerily similar to anti-immigration rhetoric in America today.
** Nothing new under the sun. America has gone through repeated periods of anti-immigration extremism. Usually the previous major immigrant group is at the forefront of opposing the newcomers.
* HilariousInHindsight: Daniel Day-Lewis played Abraham Lincoln in ''Film/{{Lincoln}}''. Extremely hilarious when you think about Bill the Butcher shouting "Down with the Union!" during a performance of ''[[UncleTomsCabin Uncle Tom's Cabin]]'' and throwing a knife through a picture of Lincoln earlier in the film. Made even funnier with the fact Day-Lewis was nominated for Best Actor Oscars for both roles and won with Lincoln instead of Gangs.
** Also, Bill's rival in this movie was played by Creator/LiamNeeson, who not only was the original choice for the role of Lincoln, but gave a notorious TakeThat against Day-Lewis and his [[MethodActing Method Actor]] style in an interview, claiming that he could rely on his own acting talent for a role and didn't need to "live like the part" the way Day-Lewis is famous for.
** The plot of the movie could easily be described as ''Film/KillBill''.
*** Even better: the DVD includes a trailer for that movie.
* MagnificentBastard: Bill the Butcher. Particularly remarkable because Bill does not display the flawless [[{{The Chessmaster}} complex planning]] or [[ManipulativeBastard subtle manipulation]] that are normally associated with magnificent bastards. In fact, it is quite clear that he knows he's fighting a losing battle, and will go down fighting anyway for his principles, but is also a hypocrite with some of those same principles. Despite these significant failings, he is such an electrifyingly charismatic character that he manages to inspire awe rather than disgust. All kudos to Daniel Day-Lewis for managing to pull this off so gloriously.
* NightmareFuel:
** The knife-throwing act. Yikes.
** In the film's beginning battle, one poor guy had his cheek ripped apart.
** The riots are shown to be terrifying. Having to worry about an angry mob coming to tear down your house, the lack of sufficient police, and if you're black or rich, you better get the hell of the street.
* {{Narm}}: Amsterdam's narration that the New York of his time was more like "a furnace where a city might someday be forged" comes off as an incredibly contrived and cheesy bit of exposition.
** Also [=McGloin=]'s somewhat ridiculous declaration of racism: "THERE'LL BE NO NIG-NOGGERY HERE! NONE!"
* RomanticPlotTumour: See HighHeelFaceTurn in the main section for how unjustified Jenny's turn against Bill is.
* SoOkayItsAverage: While on its own it is considered a good movie, this is usually considered to be lesser Scorsese. Usually, mind you.

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