A team of four lifelong friends — Doug MacRay (Ben Affleck), James "Jem" Coughlin (Jeremy Renner), Albert "Gloansy" Magloan (Slaine), and Desmond "Dez" Elden (Owen Burke), from the tough streets of Charlestown, a neighborhood in Boston Massachusetts — rob a Cambridge bank, taking bank manager Claire Keesey (Rebecca Hall) hostage. After her release, Doug follows Claire and they begin a relationship. He reveals that his mother deserted his family and may have moved to Tangerine, Florida. FBI agent Adam Frawley (Jon Hamm) surveils the crew and realizes they work for 'Fergie' Colm (Pete Postlethwaite), a local florist. Doug is hesitant to undertake their next assignment, and his fears are confirmed during the robbery in the North End, where gunfire erupts. The police arrive quickly, a chase ensues, and the team barely escapes.
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