James "Whitey" Bulger

James Joseph "Whitey" Bulger Jr. 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 pending RICO indictment against him. Bulger remained at large for sixteen years.