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Colin Sullivan: I'm going to need the identity of your undercovers.

Dignam: Blow me, alright? But not literally, though. Unfortunately, there's no promotion involved for you.

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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. See more...

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Mistake Other: 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.

Mistake Continuity: When Costigan is with Madolyn in her office, the tissues in the tissue box change consistently between shots.

Mistake Revealing: ***SPOILER*** When Costello is killed, a blood-pack is noticeable under his shirt.

Mistake Continuity: In the scene after Queenan dies, when Sullivan picks up his phone to contact Costigan, he presses the "talk" button and a smudge of blood is left. In subsequent shots, there's no trace of blood on the "talk" button.

Mistake Continuity: At Billy's mother's funeral, the signature of Frank Costello on the flowers changes between shots.

Mistake Continuity: 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.

Mistake Continuity: While Costigan is having coffee with Madolyn, a coffee cup suddenly appears in his hands close to his mouth, and the toothpick that was in his mouth a second ago vanishes.

Mistake Revealing: When Costello's hooligans drive away from 344 Wash after the shoot-out, Queenan's body on the ground is quite obviously a dummy.

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