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Stephen "The Rifleman" Flemmi

Stephen Flemmi
Stephen Flemmi.jpg
Born Stephen Joseph Flemmi
(1934-06-09) June 9, 1934 (age 83)
Nationality American
Other names The Rifleman
Occupation gangster
Employer Whitey Bulger
Organization Winter Hill Gang

Stephen Joseph "The Rifleman" Flemmi (born June 9, 1934) is an American gangster and 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). Despite delivering a great deal of intelligence about the inner workings of the Patriarca crime family, Flemmi's own criminal activities proved a public relations nightmare for the FBI. For this reason, he was prosecuted under the Racketeer Influenced and Corrupt Organizations Act (RICO) and sentenced to a long term of incarceration.

Stephen Joseph Flemmi was the eldest of two or three sons born to Italian immigrants Giovanni and Mary Irene Flemmi. He was raised in the Orchard Park tenement located at 25 Ambrose Street in Roxbury, Massachusetts. His father was a bricklayer and veteran of the Royal Italian Army during World War I, and his mother was a full-time homemaker.

Flemmi enlisted in the Army in 1951 at the age of 17 and served two tours of duty in Korea with the 187th Airborne Regimental Combat Team. He was awarded the Silver Star and Bronze Star medals for valor.

In 1965, James J. "Whitey" Bulger was released from Federal prison after serving a nine-year sentence for robbing banks. After a few years of working as a janitor, he became an enforcer for South Boston mob boss Donald Killeen. After Killeen was murdered by an enforcer for the Mullen Gang, Winter Hill Gang boss Howie Winter mediated the dispute between Bulger and the remaining Killeens and the Mullens, who were led by Patrick Nee. Winter soon chose Bulger as his man in South Boston. Shortly afterward, Bulger became partners with Flemmi.


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