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James Joseph "Whitey" Bulger Jr. (September 3, 1929 – October 30, 2018) was an American organized crime boss who led the Winter Hill Gang in the Winter Hill neighborhood of Somerville, Massachusetts, a city directly northwest of Boston. On December 23, 1994, Bulger fled the Boston area and went into hiding after his former FBI handler, John Connolly, tipped him off about a... Wikipedia