Vincent Flemmi
American mobster
About Vincent Flemmi
Lived 1935 – 1979 (aged 44). Vincent Flemmi was an American gangster.
Vincent James Flemmi (September 5, 1935 – October 16, 1979), also known as "Jimmy The Bear", was an American mobster who freelanced for the Winter Hill Gang and the Patriarca crime family. He was also a longtime informant for the Federal Bureau of Investigation. He was the brother of fellow mobster and government informant Stephen Flemmi.
Early life Vincent Flemmi was born in 1935, to Italian immigrant Giovanni Flemmi (1892–1991), and Mary Irene (née Misserville) Flemmi (1912–2000), who was of Irish descent. He was raised in the Orchard Park tenement located at 25 Ambrose Street in Roxbury, Massachusetts. His father Giovanni was a bricklayer who, according to fellow mobster Kevin Weeks, served in the Royal Italian Army during World War I. His mother was a full-time homemaker. He was the brother of Stephen Flemmi and Michael Flemmi.
Criminal career In the late 1950s, Flemmi and his brother Stephen joined the Roxbury Gang led by the brothers Walter, William and Edward "Wimpy" Bennett, who controlled bookmaking and drug dealing in the Roxbury and South End neighborhoods of Boston.
During the Boston gang wars of the 1960s, Vincent, along with Joseph Barboza became so feared, that the city's newspaper photographers often attached a note on the back of their arrest photos: "NO credit on photograph".
Relationship with FBI Because Flemmi was so feared by his associates, Frank Salemme asked Raymond Patriarca to contact Flemmi and prohibit him from committing any more killings. Patriarca agreed with Salemme and, in a conversation intercepted by the FBI, stated: "If the killings don't stop, I'll declare martial law".
Deegan murder coverup and conspiracy Radio talk host Howie Carr would later surmise, "For the FBI, it was more important to keep Vincent, and later Barboza, on the street as informants than it was to prevent the framing of innocent men. In fact, the railroading of the four men served two purposes for the FBI, it would enable Vincent and Joseph Barboza to escape conviction for a murder they had committed, and it would also remove several Patriarca crime family members or associates from the criminal world that the FBI had not been able to eliminate in a legal manner". One of Deegan's friends told him about a bank burglary in Chelsea, and he'd meet up with several guys from Ebb Tide, a Mafia-run gin mill on Revere Beach. Vincent's shooting party would include mob associate, Joseph Barboza.
Teddy Deegan was a maternal nephew of Bonanno crime family capo Alphonse Indelicato and Anthony Indelicato.
Benjamin murder On May 4, 1964, the police found the body of Francis Regis "Frank" Benjamin.
According to Kevin Weeks, a longtime associate of Flemmi's brother Stephen,
The murder of Francis Benjamin, for which the Bear had gotten the life sentence, was a particularly ugly one. After he'd shot Benjamin in the head, using a gun that belonged to a cop, the Bear had cut off the head to avoid any ballistics evidence tracing the gun to the crime. But they fingered him anyhow.
Later life and death Flemmi became a drug abuser during the 1960s. In 1975, while serving an eleven-to-eighteen-year sentence for assault with intent to commit murder, he'd received one of the state's first weekend furloughs from prison. Vincent immediately fled, and was not apprehended until three years later, in Baltimore, Maryland when he was arrested on charges of assaulting a woman. He was extradited to Massachusetts and returned to the prison at Walpole. On October 16, 1979, Vincent died of a drug overdose at the state prison in Norfolk, Massachusetts.
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Important facts
People in Vincent Flemmi's life
Named in this biography and alive at the same time
Contemporaries
People whose lives overlapped Vincent Flemmi's
Frequently asked questions
Who was Vincent Flemmi?
American mobster (1935-1979)
When was Vincent Flemmi born?
Vincent Flemmi was born on 5 September 1935 in Boston.
When did Vincent Flemmi die?
Vincent Flemmi died on 16 October 1979 in Norfolk.
What was Vincent Flemmi's occupation?
Vincent Flemmi was a gangster.
What nationality was Vincent Flemmi?
Vincent Flemmi was American.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Vincent Flemmi. https://biography.guide/vincent-flemmi/
MLA: "Vincent Flemmi." Biography.guide, https://biography.guide/vincent-flemmi/.
Chicago: "Vincent Flemmi." Biography.guide. https://biography.guide/vincent-flemmi/.
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