
"Keep your enemies close."
The true story of Whitey Bulger, the brother of a state senator and the most infamous violent criminal in the history of South Boston, who became an FBI informant to take down a Mafia family invading his turf.
James 'Whitey' Bulger

John Connolly

Marianne Connolly

Lindsey Cyr

FBI Agent Charles McGuire

Billy Bulger

Brian Halloran

Deborah Hussey

Kevin Weeks

John Morris

FBI Agent Robert Fitzpatrick

Fred Wyshak

John Callahan

Mickey Maloney
John McIntyre

Tommy King

DEA Agent Eric Olsen (Interrogator)

Mom Bulger
Mary Bulger

Douglas Cyr
Buddy Leonard

Jeremiah O'Sullivan

Joe Cahill
Mrs. Cody

Roger Wheeler

State Captain

Stephen Flemmi

Agent Scott Gariola

McGuire's Secretary

Young Boy
Anna Bjornsdottir
Officer Flynn
Irish Nationalist
FBI Wire Tech

Joey, Big Italian
Gennaro Angiulo
Charlie McTiernan

Charlie's Friend

Agent James

Dick Lehr
Gerard O'Neill
Prisoner

FBI Agent
Father Mackey

Michael Donahue

DEA Agent

Nurse
Drug Dealer
Drug Dealer
Drug Dealer

Crook
Barman

Boot Shop Owner
World Jai Alai Chairman
Porthole Bartender
Porthole Customer
DEA Agent Dan Doherty
Little Mary Bulger
Kathleen Bulger
Driver

Charlie's Friend
Floor Dancer (uncredited)
Trevor Williams (uncredited)
Sr. FBI Official (voice)

John Martorano

The Mayor

Walker

Press Photographer

Marion Hussey (uncredited)
