Stephen Flemmi

Born Jun 9, 1934

Stephen Joseph "The Rifleman" Flemmi is an Italian-American mobster and close associate of Winter Hill Gang boss James J. 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.… Read More

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1934 Birth Born in 1934.


1951 17 Years Old 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. … Read More


1965 31 Years Old In 1965, Flemmi was secretly recruited as a confidential informant by FBI Agent H. … Read More
1967 33 Years Old In 1967, after Barboza became a cooperating witness and disappeared into the fledgling Witness Protection Program, Flemmi and his partner Frank Salemme arranged the car bombing of Barboza's lawyer, John Fitzgerald, who was suspected of persuading his client to testify. … Read More
1972 38 Years Old In response, Flemmi and Salemme fled Boston. After Salemme was arrested in New York City in 1972, Flemmi fled to Montreal, Quebec.


1974 40 Years Old In May 1974, Rico told Flemmi it was safe to return to Boston, which he did once the charges against him were dismissed. … Read More
1979 45 Years Old In 1979 Flemmi's mother Mary was mugged in Mattapan, Massachusetts by a gang, and a photo of her sitting outside her car, on the pavement dazed and bloody, had appeared on the regional Associated Press wire. … Read More
1980 46 Years Old By 1980, he planned to divorce Jeanette to marry his longtime mistress, Marilyn DeSilva, but it is unknown whether he ever followed through with the legal actions. … Read More
1981 47 Years Old In 1981, Bulger is said to have killed Davis because she knew that Flemmi was an informant. … Read More


1994 60 Years Old 1 More Event
In December 1994, Connolly informed Bulger and Flemmi that several imprisoned Jewish-American bookmakers had agreed to testify to paying them protection money. … Read More
1999 - 2003 4 More Events
2005 71 Years Old In April 2005, Flemmi was deposed in New York City by a group of lawyers representing the families of his and Bulger's victims, who are currently suing the federal government. … Read More
2006 72 Years Old Flemmi is the basis of Frank Costello's chief enforcer and contract killer "Arnold French" portrayed by Ray Winstone in the 2006 crime thriller The Departed. … Read More
2008 74 Years Old In 2008, Flemmi was one of the star witnesses when Connolly was tried for the murder of John Callahan.
2013 79 Years Old According to the Federal Bureau of Prisons, he is not in federal custody as of 2013 and his release date is unknown. … Read More
2015 81 Years Old Flemmi is portrayed by Rory Cochrane in the 2015 Whitey Bulger biopic Black Mass. … Read More
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