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  1. James Joseph McLean (January 26, 1930 – October 31, 1965) was an American mobster boss, who was the original boss of the Somerville, Massachusetts -based Winter Hill Gang during the 1960s. McLean was well known throughout the Greater Boston area as an unstoppable street fighter.

  2. During the 1970s, the gang's most prominent members were Howie Winter, John Martorano, James J. Bulger, Stephen Flemmi, Joseph McDonald and James Sims. The Winter Hill Gang was quite proficient at murdering rival mobsters in order to take over their rackets.

  3. James Joseph "Whitey" Bulger Jr. (/ ˈ b ʌ l dʒ ər /; September 3, 1929 – October 30, 2018) was an American organized crime boss who led the Winter Hill Gang, an Irish Mob group in the Winter Hill neighborhood of Somerville, Massachusetts, a city directly northwest of Boston.

  4. Jun 3, 2023 · James J "Buddy" McLean legendary street fighter and original leader of the Winter Hill gang leads them into the Irish gang war of the 1960's before meeting h...

    • 15 min
    • 6K
    • Jason Trimmins
  5. James Joseph Buddy McLean was an Irish-American mobster and the original boss of the Somerville, Massachusetts-based Winter Hill Gang during the 1960s. McLean was well known throughout the Greater Boston area as an unstoppable street fighter.

    • January 26, 1930
  6. Apr 25, 2013 · The basics: James "Whitey" Bulger, Boston’s most notorious gangsterwho was closely associated with Winter Hill for decades—was also a federal informant. He corrupted the Boston office of ...

  7. Nov 13, 2020 · Howie Winter, the longtime leader of Somerville’s notorious Winter Hill Gang and a former crime partner of James “Whitey” Bulger’s, died Thursday of a heart attack at his home in Millbury,...