Factual error: In the early part of the movie, there is a shot of the outside of Triple O's bar. The scene takes place in 1975 and "Coors" is advertised on the outside of the bar. Coors beer was not available in Boston/East Coast in 1975. It was only available from the 1980's.
Continuity mistake: When Tommy opens the car door to confront Officer Flynn, the officer stands straight up. As Tommy is pulled back into the car and closes the door, Officer Flynn goes back to leaning over and rests his hands above his knees on his inner thighs. When the shot changes his hands are on his outer thighs.
Whitey Bulger: Take your shot, but make it your best. 'Cause I get up, I eat ya.
Fred Wyshak: How come no-one has nailed Whitey Bulger? He seems to be involved in every crime in the city, and yet the Bureau keeps saying he's clean.
John Connolly: Well, what's Bulger done?
Fred Wyshak: What's he done? Everything.
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