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In 1986 South Boston, young Colin Sullivan is introduced to crime by Irish Mob boss Frank Costello. By 2006, he has groomed Sullivan as a mole inside the Massachusetts State Police. Sullivan is accepted into its Special Investigations Unit, led by Captain Ellerby. Another recruit, Billy Costigan, is approached by Captain Queenan and Staff Sergeant Dignam to go undercover before graduating, as his family’s ties to organized crime make him a perfect infiltrator of Costello’s crew.
He acts as an academy dropout and serves time in jail on a phony battery charge; he joins Costello’s crew. Ellerby informs Special Investigations that they will not know the identities of Queenan and Dignam’s undercovers, and explains that Costello’s crew has stolen computer microprocessors to sell to a Chinese gang. As Costigan is accepted as a member of Costello’s crew, his emotional state declines. Queenan and Dignam tell him there is a rat in the Special Investigations Unit and plead with him to stay until the deal takes place.
Sullivan begins a romance with police psychiatrist Madolyn Madden. Costigan also sees her professionally as part of his probation. The MSP is ready to catch Costello selling the microprocessors, but the deal takes place off-camera and everyone escapes, enraging Ellerby. Costello realizes there is a rat infiltrating his crew. Sullivan is promoted and tasked by Costello to find the rat.
Sullivan tells him to deliver information for all of his crew members so he can cross-reference them in the MSP database. Costigan learns that Costello is an FBI informant. Costello accuses Costigan of being the rat, but Costigan denies it. He tells Queenan that Costello is an FBI informant, and is aware of a mole in his crew.
Costigan follows Costello into a theater, witnessing Costello give Sullivan an envelope containing information. Queenan gives Costigan instructions to get a visual ID of Sullivan before making the arrest. Costigan chases him, but is unable to see his face. When Costigan’s phone rings, Sullivan realizes he’s being followed and prepares to stab Costigan, but accidentally kills a civilian. He realizes he and Costigan have been captured on a security camera, but he is unable to recognize Costigan on the footage.
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