Johnny Depp portrays the chillingly charismatic and ruthless gangster James 'Whitey' Bulger.
Joel Edgerton plays John Connolly, the ambitious and corrupt FBI agent who forms an unholy alliance with Bulger.
Julianne Nicholson takes on the role of Marianne Connolly, John Connolly's wife caught in the midst of his dangerous dealings.
Dakota Johnson portrays Lindsey Cyr, Whitey Bulger's longtime girlfriend and mother of his child.
Kevin Bacon plays FBI Agent Charles McGuire, a member of the task force assigned to bring down Bulger's criminal empire.
Benedict Cumberbatch portrays Billy Bulger, Whitey's politician brother who struggles with his loyalty amidst his sibling's criminal activities.
Peter Sarsgaard takes on the role of Brian Halloran, a key witness in the FBI's case against Bulger.
Juno Temple portrays Deborah Hussey, a young woman who becomes a victim of Bulger's violent ways.
Jesse Plemons plays Kevin Weeks, a close associate of Whitey Bulger who ultimately becomes a key witness for the prosecution.
David Harbour takes on the role of John Morris, an FBI supervisor who becomes entangled in the corrupt dealings with Bulger.
Adam Scott portrays FBI Agent Robert Fitzpatrick, who becomes a whistleblower exposing the corruption within the FBI.
Corey Stoll plays Fred Wyshak, the federal prosecutor determined to bring Whitey Bulger to justice.
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