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Gangster Squad (2013) Poster

Trivia

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Sean Penn went through three hours of makeup each morning.
In the movie, the Gangster Squad is assembled to go after Mickey Cohen. However, in real life Chief W.H. Parker set up the squad to prevent other gangsters from taking over Cohen's rackets after Cohen went to prison on income tax evasion. Whenever the squad learned that out-of-town gangsters were coming to Los Angeles to try to set up new operations, the Gangster Squad would kidnap them, beat them up (some rumors say torture) and then send them back to wherever they came from with the warning that if they ever returned, they would be killed.
The original trailer was pulled after the Aurora, Colorado, Century 16 theater massacre due to a shot in which four gangsters fire machine guns through a projection screen into a crowded movie theater. Warner Bros. ordered the film back into production for a reshoot of the scene, necessitating a rescheduling of the film's release and rewrite of the script.
Nick Nolte, who portrays Chief W.H. Parker, previously played the leader of the gangster squad in Mulholland Falls (1996).
Officer Daryl Gates (Josh Pence), Chief W.H. Parker's driver, went on to become the Chief of the Los Angeles Police Department. LAPD headquarters, called Parker Center, was named for his former boss.
De'aundre Bonds' first film role in ten years. He served ten years in prison for manslaughter.
Ryan Gosling's character makes a joke where he pretends that the only famous Mickey he has heard of is Mickey Mouse. As a child, Gosling starred in The All New Mickey Mouse Club (1989).
Ryan Gosling's exchange with Emma Stone early in the film regarding the playing of "post office" is lifted word-for-word from The Three Stooges short Three Little Pigskins (1934) in a scene with Curly Howard and Phyllis Crane. The short also starred a young platinum blonde named Lucille Ball.
Bryan Cranston was cast as Max Kennard but dropped out due to scheduling conflicts with his other movie, Argo (2012).
The Garden of Allah Hotel and Villas existed in real life. It was located at 8152 Sunset Boulevard.
Jamie Foxx was considered for the role of Coleman Harris.
Adam Brody, Joel Edgerton, Luke Evans and Joseph Gordon-Levitt were on the short list for the part of Sgt. Jerry Wooters but Ryan Gosling was cast.
Amy Adams and Kate Winslet were considered to play Connie O'Mara.
The film was originally slated for release in early September of 2012 but ended up getting bumped to January of 2013 so some additional scenes could be filmed.
Anthony Mackie & Josh Brolin would later cross paths in Avengers 3 The Infinity Wars. Anthony as the Avenger- Falcon & Josh as the cosmic super villain Thanos
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Robert Patrick lost 30 pounds for the part, in order to look more like a "cowboy".
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The big nightclub in the film was originally an old furniture store that was converted. Bellflower, CA--where this was shot--was hit hard by the 2007 recession, and the production company was able to take over a main street in the city and turn it into period Los Angeles.
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The film is based on a series of L.A. Times articles that were turned into a book written by Paul Lieberman. He turned those stories into a book, which was released August 7, which would have been perfect timing if the film hadn't been delayed.
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Josh Brolin and Sean Penn previously worked together on Milk (2008).
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The film cast includes one Oscar winner: Sean Penn; and four Oscar nominees: Ryan Gosling, Emma Stone, Josh Brolin, Nick Nolte.
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The screenplay for this film was featured in the 2010 Blacklist; a list of the "most liked" unmade scripts of the year.
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Anthony Mackie and Ryan Gosling previously worked together in Half Nelson (2006).
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There are two surviving members of the original gangster squad, and they, along with relatives of the deceased members, came to visit the set.
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Spoilers 

The trivia items below may give away important plot points.

Body count: 59.
The movie culminates in a giant shootout at the hotel in which dozens of gangsters are mowed down by Tommy guns. The leader of the squad, Jack O'Mara (Josh Brolin) assaults Mickey Cohen (Sean Penn) and arrests him for murder. In real life, Mickey Cohen was arrested for tax evasion. Also, by the time Cohen was imprisoned in 1961, the real Jack O'Mara was retired and watched the trial as a civilian.
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