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  1. Winter Hill Gang
  2. Time Period: 1960-Present
  3. Location: Boston, Somerville, Everett and Quincy
  4.  
  5. 1. James "Buddy" McLean (1960-1965) First boss, murdered during the Irish Mob Wars in 1965.
  6. 2. Howard "Howie" Winter (1960-1977) Second boss, World War II veteran, ran New England's Irish Mob from 1965 until he was sentenced to 20 years in prison in 1977, released in 1987, no longer active, still alive and well.
  7. 3. Salvatore "Sal" Sperlinga (1965-1980) Italian-American gangster, lieutenant under Whitey Bulger, murdered in 1980.
  8. 4. Edward "Teddy" Deegan (1960-1965) A soldier, member under Buddy McLean, murdered during the Irish Mob Wars in 1965.
  9. 5. Patrick Nee (1975-1990) Well respected soldier, former United States Marine, member under Bulger, connected to the IRA, sentenced to 27 years in prison in 1990, released in 2003, retired and still lives in South Boston.
  10. 6. James "Whitey" Bulger (1972-1995) Third boss, took over the leadership after Howie Winter, owned the South Boston Liquor Mart, became an undercover informant for the FBI in 1975, went missing in 1995, found and sent to prison in 2011.
  11. 7. Kevin "Two" Weeks (1982-2000) Fourth boss, became an informant for the FBI in 2000.
  12. 8. George "Georgie Boy" Hogan (1985-Pr) Current boss, took over the leadership when Weeks defected, living in Boston at the age of 60, reported to be still active.
  13. 9. Anthony "Tony Blue" D'Agostino (1960-1965) A soldier, Italian-American hitman, bodyguard of Buddy McLean, went missing in 1965 after being shot and wounded by the McGlaughlin's.
  14. 10. Thomas "Tommy" Ballou Jr. (1960-1970) A soldier, Buddy McLean's driver, murdered in 1970.
  15. 11. Steven "The Rifleman" Flemmi (1970-1997) Italian-American member, Bulger's second-in-command, became an undercover informant for the FBI in 1975.
  16. 12. Kevin O'Neil (1975-2004) A soldier, owned Triple O's Lounge in South Boston, sentenced to 10 years in prison in 2004, reported to be still in prison.
  17. 13. John "Red" Shea (1985-1992) A lieutenant and drug dealer, became a street soldier at the age of 20, sentenced to 20 years in prison in 1992, released in 2000, not active, enjoys his life as an author with two books out.
  18. 14. John Martorano (1976-1999) A soldier, half Irish and half Italian descent, became an informant for the FBI in 1999.
  19. 15. John Joseph "Mick" Murray (1980-Pr) A soldier, released from prison in 2011 after serving 9 years behind bars, reported to be still active.
  20. 16. Jerry "Poker Face" Perkins (1973-Pr) A soldier, lives in South Boston, reported to be still active.
  21. 17. Thomas Ballot Jr. (1960-1970) Buddy McLean's bodyguard, murdered in 1970.
  22. 18. Louis "Louie" Litif (1976-1982) Lebanese-American bookmaker and Winter Hill Gang soldier, murdered in 1982 by Bulger.
  23. 19. William "Billy" Brymer (2001-Pr) A soldier, currently in prison for being involved in a car jacking.
  24. 20. Michael "Captain" Rocke (2000-Pr) A soldier, living in South Boston, reported to be still active.
  25. 21. Frederick Finnerty (1989-Pr) A soldier, living in Dorchester, reported to be still active.
  26. 22. Scott McDermott (2004-Pr) A soldier, currently living in Everett, reported to be still active.
  27. 23. James "Jimmy" Simms (1981-1986) A soldier, went missing in 1986 after being released from prison.
  28. 24. Bobby "Spike" Watson (2000-Pr) A soldier, lives in South Boston at age 46, reported to be still active.
  29. 25. Joseph "Joe Mac" McDonald (1960-1997) A soldier, original member of the Winter Hill Gang, World War II veteran and street fighter, the FBI's Top Ten Most Wanted fugitive, arrested in 1982 before he could turn himself in, died in 1997 just after being released from prison.
  30. 26. Edward "Eddie Mac" MacKenzie (1985-1993) A soldier, former drug dealer, not active, co-author of the book "Street Soldier: My Life as an Enforcer for Whitey Bulger and the Irish Mob."
  31. 27. James "Jimmy Pez" Flynn (1978-Pr) A soldier, small time actor, can be seen in such films as Good Will Hunting, What's the Worst That Could Happen? and The Cider House Rules, reported to be still active.
  32. 28. Richard Demas (1992-Pr) Hogan's second-in-command, known as a thief.
  33. 29. Paul "Pole Cat" Moore (1980s-1993) A soldier, became a police informant in 1993.
  34. 30. James M. Murphy (1968-1990s) A soldier, not active, once on Boston Police Department's Most Wanted List in the 1970s.
  35. 31. Timothy A. Connolly (1984-1989) A soldier, half Irish and half Italian descent, worked for Bulger until becoming an informant for the FBI in 1989, owned the Corner Cafe.
  36. 32. Michael "White Mike" McArdle (2002-Pr) A soldier, living in Quincy, reported to be still active.
  37. 33. Tommy Cahill (1987-Pr) A soldier, reported to be still active.
  38. 34. Vincent James "Jimmy The Bear" Flemmi (1973-1978) A soldier, brother of Steven Flemmi, sentenced to 50 years in prison for murder in 1978, died of a heroin overdose one year later in prison.
  39. 35. William "Billy Boy" Hogan (1989-Pr) A lieutenant, brother of George Hogan, reported to be still active.
  40. 36. James Turpin (1988-Pr) A soldier, currently in prison for selling drugs.
  41. 37. Richard "Richie Rich" Turpin (1978-Pr) A soldier, uncle of James Turpin, reported to be still active.
  42. 38. James Montgomery (1995-Pr) A soldier, selling vicodin and okycodone pills on the streets of Boston, reported to be still active.
  43. 39. Thomas Ryan (1967-Pr) A soldier, living in Boston at the age of 80, reported to be still active.
  44. 40. Patrick "Dizzy" Coarke (2000-Pr) A soldier, living in Quincy, reported to be still active.
  45. 41. Ralph Valencourt (1986-Pr) A soldier, living in Boston at the age of 54, reported to be still active
  46. 42. Jeff "Sidearm Lenny" Linberg (1997-Pr) A soldier, half Irish and half German descent, street fighter, reported to be still active.
  47. 43. Gregory McGlaughlin (1980s-Pr) A soldier, not related to the McGlaughlin's from Charlestown, reported to be still active.
  48. 44. Robert "Bobby Quarters" Nee (1978-Pr) A soldier, living in Boston at the age of 62, reported to be still active.
  49. 45. Russell Nicholson (1960-1964) A soldier, original member of the Winter Hill Gang, formerly a police officer, murdered during the Irish Mob Wars in 1964.
  50. 46. Harold "The Killer" Wright (1967-1995) A soldier, top hitman for Bulger & Flemmi, not active, still alive and living in Ventura, CA.
  51. 47. Alexander "Alex" Petricone (1960-1972) Well respected soldier, full blooded Italian-American, left the Winter Hill Gang to pursue a career in acting in 1972, later became a big star under the name Alex Rocco, played Moe Green in the Godfather.
  52. 48. Frederick "Freddy" Weichel (1978-1980) A soldier, sentenced to 50 years in prison for murder after Bulger informed on him to the FBI, released in 2004 after the conviction was overturned, went back to prison two years later after the Massachusetts Supreme Court reinstated his conviction, many people say he was not involved in the murder.
  53. 49. Leo McDonald (1960-1975) A soldier, brother of Joseph McDonald, went missing in 1975.
  54. 50. Joseph Donahue (1978-2000) A soldier, nephew of Joseph & Leo McDonald, died in 2000.
  55. 51. Brian "Balloon Head" Halloran (1980-1982) A soldier, became an informant for the FBI in 1982, murdered in 1982 by Bulger after FBI agent John Connolly told him Holloran was an informant.
  56. 52. James Sousa (1973-1974) A soldier, full blooded Portuguese-American, became an informant for the FBI in 1974, murdered by Whitey Bulger and John Martorano in 1974.
  57. 53. George Joynt (1960-1961) A soldier, murdered during the Irish Mob Wars in 1961.
  58. 54. Anthony "Fat Tony" Ciulla (1973-1978) A soldier, half Irish and half Italian descent, master at fixing races, became an informant for the FBI in 1978.