Factual error: When talking about the planned robbery of Fenway, the florist mentions a four-game series with New York. However, later the crew is in a bar and a clip of the baseball game is being shown on the television. The game being shown is against Toronto. Since this scene is supposed to be just prior to the heist, one would expect the visiting team to be the Yankees, not the Blue Jays.
Continuity mistake: In the scene where Doug and his brother are talking outside the cemetery, the zipper on Doug's jacket goes from being almost completely zipped to about halfway zipped without him touching it.
Continuity mistake: In the scene in the laundry room Claire thinks back to the bank robbery when she would have gotten blood on her blouse. The recall shot shows her standing in the bank wearing the blouse. In the original shot during the robbery she was laying on the floor wearing a black jacket and would not have gotten blood on the blouse under the jacket. (00:06:00 - 00:20:00)
Continuity mistake: When the gang use the black car, they have a collision with a police cruiser and the driver's side headlight and wing is crushed. During the chase that follows, however, there is a brief shot of the car going around a corner and the headlight and bodywork is now intact again, and in the next shot is back to being damaged.
Factual error: The FBI, looking into prior bank robberies the group may have been involved in, look at a board that says Bank Boston dated 2008. In 1999 Bank Boston and Fleet Bank merged to form Fleet Boston, so there was no Bank Boston in 2008. As a matter of fact Fleet Boston didn't exist at the time of the film, 2010, as Bank of America absorbed it in 2005.
Plot hole: These guys supposedly rob banks in Boston and then high tail it back to "safety" in Charlestown. In one chase the police even screech to a halt at the city limits. First of all, Charlestown is not a separate city, it's a neighborhood within Boston so that idea doesn't hold water. Second, police can continue a chase past city lines anyway.
Continuity mistake: In the scene where Doug and Jim go beat up two strangers, who Claire accused of harassing her on her walk through the projects, the door is closed. Right as Doug gets up to leave, the door is open, and the door is closed again when Jim shoots the bully in the leg and they leave the apartment together.
Factual error: The establishing shot when Doug takes Claire to visit the assistant manager is set (like the entire film) in Boston, but the shot shows the City of Angels Medical Center (now the Silver Lake Medical Center) in Rosemont, Los Angeles. Unfortunately, its name is emblazoned all over the exterior wall. (00:39:00)
Other mistake: When robbing the bank at the beginning of the movie, Claire is somehow about to see the tattoo on the back of Gem's neck while he is standing, and she's lying on the floor looking up.