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The Charlestown neighborhood of Boston is renowned for churning out a high number of armed robbers, generation after generation. These robbers never leave their Charlestown life on their own volition, the neighborhood where there is an unwritten code to protect that lifestyle. Such robbers include friends Doug MacRay, James Coughlin, Albert Gloansy Magloan and Desmond Elden. Doug and James in particular treat each other like family, as the Coughlins have realistically been as such to Doug since Dougs mother ran off and Dougs father, Stephen MacRay, was sent to prison. James single mother sister, the drugged out Krista Coughlin, and Doug have a casual sexual relationship. The foursome carry out a mostly successful bank robbery, but due to circumstances take the bank manager, Claire Keesey, hostage for a short period before releasing her physically unharmed. They find out that Claire lives in Charlestown, so they want to ensure that she did not see anything that could incriminate them if they were to ever run into her. As such, Doug begins a personal relationship with her to find out what she knows and what shes told the police and the FBI, who have taken charge of the investigation. He learns that she has kept some information from the authorities for her own protection but information that could identify James in particular. But Doug slowly falls for her, as she does for him. Ultimately, Doug dreams about leaving his Charlestown life to be with Claire anywhere but there. But Doug has to try and keep his true identity from her, and keep the fact that he is seeing her from his colleagues. But leaving is not as easy as he would like as he and the gang are tasked with a big job by a local gangster named Fergie whether Doug likes it or not. And Adam Frawley, the FBIs lead investigator, comes into evidence that links the foursome to the bank robbery and a subsequent armored car heist, so is on their tail for evidence that will send them away dead or alive.
In Bostons bleak Charlestown, criminals depend on a code of silence: those caught serve their time. Doug MacRay masterminds bank robberies with three friends: the hotheaded Jem; Des, an electrician; and Al, their driver. After a dicey bank job, Doug must make sure the female bank manager, Claire, who lives in Charlestown, hasnt recognized any of the crew. He contrives to meet her, finds out she doesnt know any of the crew and, in the process, finds her appealing. As the FBI zeroes in on the gang, Doug wants out of the crew, but Jem and their money launderer, an aging florist, insist that Doug do one more job. Are prison and death the only ways out of Charlestown?
Ben Affleck
Doug MacRay
Rebecca Hall
Claire Keesey
Jon Hamm
FBI S.A. Adam Frawley
Jeremy Renner
James Coughlin
Blake Lively
Krista Coughlin
George Carroll
Albert 'Gloansy' Magloan
Owen Burke
Desmond Elden
Titus Welliver
Dino Ciampa
Pete Postlethwaite
Fergus 'Fergie' Colm
Chris Cooper
Stephen MacRay
Dennis McLaughlin
Rusty
Corena Chase
Agent Quinlan
Brian Scannell
Henry
Kerri Dunbar
Henry's Girl
Tony V.
Vericom Crew Chief
Isaac Bordoy
Alex Colazzo
Michael Yebba
Beacon G.I. Joe Driver
Daniel Woods
BPD Sergeant at Krista's Accident
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