Jimmy Flynn

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Jimmy Flynn
Born James P. Flynn
(1934-02-05) February 5, 1934 (age 84)
Somerville, Massachusetts, United States
Occupation Actor, teamster
Years active ????–present

James P. Flynn (born February 5, 1934) is an American teamster and film actor. He was a reputed member of the famous Winter Hill Gang.[citation needed] He has been in films including Good Will Hunting,[1] The Cider House Rules and What's the Worst That Could Happen?.[2]


James P. Flynn was born in Somerville, Massachusetts.

In 1982, Flynn was wrongly identified as a shooter in the murder of Winter Hill Gang mob associate Brian "Balloonhead" Halloran and attempted murder of Michael Donahue.[3][4] He was tried and acquitted for the murder in 1986 after being framed by John Connolly and James J. Bulger.[5]

Flynn was a part of Boston's International Brotherhood of Teamsters Local 25 labor union where he later ran the organization's movie production crew. He has also been the Teamster Union's transportation coordinator and transportation captain in the transportation department on numerous films,[4][6] including The Departed, Fever Pitch and Jumanji.[7]

Flynn appeared in many films shot in the New England area. In show business he goes by the name 'James P. Flynn'. Flynn was cast as a judge in the Boston-based film Good Will Hunting in 1997.[8][9] Later, he acted in the 1999 film The Cider House Rules and What's the Worst That Could Happen? in 2001.[2] He was also a truck driver for movie production equipment during the filming of My Best Friend's Girl in 2008. Boston actor Tom Kemp remarked: "[The film The Departed] wouldn't be a Boston movie without me, a Wahlberg, and Jimmy Flynn from the teamsters."[10]



  1. ^ Janelle Nanos (January 8, 2013). "Robin Williams on Good Will Hunting". Boston Magazine. Retrieved October 26, 2015. 
  2. ^ a b Steve Early (March 22, 2012). "The IBT on Reality TV: Boston Union Teams Up With Mark Wahlberg". In These Times. Retrieved October 26, 2015. 
  3. ^ Cullen, Kevin; Murphy, Shelley (February 13, 2011). Whitey Bulger: America's Most Wanted Gangster and the Manhunt That Brought Him to Justice. W. W. Norton & Company. pp. 229–230. Retrieved October 26, 2015. 
  4. ^ a b Howie Carr (June 4, 2013). Hitman: The Untold Story of Johnny Martorano---Whitey Bulger's Partner and the Most Feared Gangster in the Underworld. St. Martin's Press. pp. 198–199. Retrieved October 26, 2015. 
  5. ^ Dan Barry (July 15, 2011). "A Voice for Those Silenced in a Mobster's Reign". The New York Times. Retrieved October 26, 2015. 
  6. ^ Jack Sullivan (August 9, 2000). "Hear no evil: Sources: Gov ignored Teamsters threat complaints". Boston Herald. Retrieved October 26, 2015. 
  7. ^ "Jimmy Flynn". IMDB. Retrieved October 26, 2015. 
  8. ^ Howie Carr (July 31, 2007). The Brothers Bulger: How They Terrorized and Corrupted Boston for a Quarter Century. Grand Central Publishing. Retrieved October 26, 2015. 
  9. ^ Fitzpatrick, Robert; Land, Jon (January 3, 2012). Betrayal: Whitey Bulger and the FBI Agent Who Fought to Bring Him Down. Macmillan. Retrieved October 26, 2015. 
  10. ^ The Boston Globe, "'The Departed' Has Local Launch", Carol Beggy & Mark Shanahan, October 4, 2006, Living Section, page F.2

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