Continuity mistake: When Ellerby attacks the guy for not installing the cameras in the right place, he knocks off a map from the board. A second later Ellerby is still going after him, and the map is fixed.
Other mistake: When Costigan drags a handcuffed Sullivan into the elevator, Costigan slams Sullivan against the wall and his left arm is visible and not in handcuffs. (02:13:05)
Trivia: This was Martin Scorsese's first film to win Best Picture. And his first Oscar for best Director. Martin also said that this was the first movie he ever made with a plot.
Trivia: The title track to the movie, which plays at the menu and twice in the movie, is "I'm Shipping Up to Boston", a hit song by the Dropkick Murphys. The Dropkicks are a Boston-based Irish band, fitting for a movie about Irish mobsters in Boston. The song is also the entrance music for Red Sox closer Jonathon Papelbon.
Surveillance Guy: Who the fuck are you?
Dignam: I'm the guy who does his job. You must be the other guy.
Ellerby: I'm gonna go have a smoke right now. You want a smoke? You don't smoke, do ya, right? What are ya, one of those fitness freaks, huh? Go fuck yourself.
Question: There was one thing I wasn't really sure on, and I don't even know if there is a definitive answer. Did Mark Wahlberg kill Matt Damon because he figured out that Matt Damon's charecter was working with Frank and he had killed all those cops, or did he just kill him for revenge over the way Matt Damon treated Wahlberg when he took over his job?
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