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The Bulger family moved in and the children grew up there. While his younger siblings, William Bulger and John P. Bulger, excelled at school, James Bulger Jr. was drawn into street life. Early in his criminal career, local police gave Bulger the nickname "Whitey" because of his blond hair.
This was a frequent hangout of the Winter Hill Gang, an Irish-American crime family which was then headed by James J. "Whitey" Bulger. It was here that Weeks first met Bulger, as well as Bulger's Italian-American partner Stephen Flemmi. Beginning in 1978, Weeks began working for Bulger part-time as muscle and a personal driver.
[2] [3] [4] William Bulger was born in Dorchester, Massachusetts, and is the third of six children in the family, and younger brother of former mob boss James Joseph "Whitey" Bulger Jr. (1929–2018). Bulger's father worked as a union laborer and occasional longshoreman; he lost his arm in an industrial accident and the family was reduced to ...
The Winter Hill Gang was a loose confederation of organized crime figures in the Boston, Massachusetts, US, area.It was generally considered an Irish Mob organization, with most gang members and the leadership consisting predominantly of Irish-Americans, though some notable members, such as Stephen Flemmi and Johnny Martorano, are of Italian-American descent.
Stephen Joseph Flemmi (born June 9, 1934) is an American gangster and convicted murderer and was a close associate of Winter Hill Gang boss Whitey Bulger.Beginning in 1975, Flemmi was a top echelon informant for the Federal Bureau of Investigation (FBI).
Timothy A. Connolly III (May 27, 1958 - July 21, 2020), aka "Timmy Connolly" and "TC", was an American former South Boston bar owner and mortgage broker, who wore a wire inside the infamous Winter Hill Gang and helped the federal government indict their two leaders, James "Whitey" Bulger and Stephen Flemmi ("The Rifleman").
Seething with hatred, Bulger informed Litif that he had, "stepped over the line," and was, "no longer just a bookmaker." [5] At the time Kevin Weeks was about to marry his longtime girlfriend. A short time before the wedding, Weeks informed Bulger that he was having difficulty seating Louis Litif. "Don't worry about it," Bulger responded.
James “Whitey” Bulger had sought out correspondence with the family of John and Clarence Anglin, two brothers he’d met in prison who went on to escape Alcatraz with a fellow felon in 1962.