- In 2001, Mark Wahlberg and Hugh Jackman were in talks to star. Production was scheduled to begin in February 2002. But after the September 11, 2001 attack on New York City and the celebrated heroics of the city's police, it was deemed inappropriate to make a film featuring corrupt NYPD officers at the time.
- Nick Nolte was originally cast as Francis Tierney, Sr. But an old knee injury flared up and Nolte found himself unable to perform when he came to the set.
- Ryan Simpkins and Lake Bell had their hair dyed red for this film.
- The film was made way back in 2006 and left on the shelf at New Line, destined not to see the light of day until Warner Bros picked up New Line's content.
- Gavin O'Connor did rewrites on the script throughout the filming process.
- Early in the film Colin Farrell arrives at the crime scene, he gets out of his car wearing a jacket with NYPD in large letters on it, on the way to the building these disappear then reappear as he enters the building.
>>> WARNING: Here Be Spoilers <<<
Trivia items below here contain information that may give away important plot points. You may not want to read any further if you've not already seen this title.
- SPOILERS: Jimmy's (Colin Farrell) death scene was originally supposed to have Ray (Edward Norton) let him go into the crowd to be accosted by the angry mob and then the audience would assume that he died. Gavin O'Connor knew he needed a more powerful ending and that is when he decided to have Jimmy be beaten to death in front of Ray to add a sort of sympathy for the character Jimmy.
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