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Boston gangster James ‘Whitey’ Bulger found dead in prison

Former mob boss James "Whitey" Bulger

 

By Bill Trott

James “Whitey” Bulger, who lived a double life as one of Boston’s most notorious mobsters and as a secret FBI informant before going on the run for 16 years, was found dead at a federal prison in West Virginia, the Federal Bureau of Prisons said.

The Federal Bureau of Investigation was looking into Bulger’s death, the Bureau of Prisons said in its statement.

Bulger’s death at age 89 came a day after he was transferred to the high-security prison. Federal officials did not give a cause of death but the Bureau of Prisons said no other inmates or staff were injured. CNN and the Boston Globe reported that Bulger was killed without giving further details.

Henry Brennan, a defense lawyer for Bulger, said in an email he could not confirm or deny the reports.

Bulger was convicted in August 2013 of 11 murders, among other charges including racketeering, and sentenced to two consecutive life terms plus five years.

Prison had been something Bulger had gone to great lengths to avoid – killing potential witnesses, cultivating corrupt lawmen and living as a fugitive for 16 years. It all ended when a tip from a former Icelandic beauty queen led to his capture in June 2011 in Santa Monica, California, where he was living with a long-time girlfriend.

Bulger and his Winter Hill gang had operated for more than two decades in the insular Irish-dominated South Boston neighborhood, engaging in loan sharking, gambling, extortion, drug dealing and murder. They did so with the tacit approval of an FBI agent who looked the other way when it came to Bulger’s crimes so that he would supply information on other gangsters.

Bulger, portrayed by Johnny Depp in the 2015 film “Black Mass,” was feared for his short temper and brutality. Prosecutors said he strangled two women with his hands and tortured a man for hours before shooting him in the head with a machine gun.

“We took what we wanted,” Kevin Weeks, a former Bulger lieutenant who would eventually testify against him, wrote in “Brutal,” his memoir. “We made millions through extortion and loansharking and protection. And if someone ratted us out, we killed him. We were not nice guys.”

Bulger was born Sept. 3, 1929, and grew up in South Boston. He was called “Whitey” because of his light blond hair but was said to detest the nickname and preferred being called Jimmy. As a teenager he joined a gang known as The Shamrocks, compiled an arrest record for assault and armed robbery and ended up in a juvenile reformatory.

Bulger was a bank robber early in his criminal career, which landed him in prisons such as the infamous Alcatraz, located on an island in San Francisco Bay.

Upon his release in 1965, he eventually fell in with the Irish mob in South Boston and worked his way through the ranks as a bookie and loanshark. He survived a gang war between two Irish mobs and was a leading figure in Boston’s underworld by the early 1970s.

His career was boosted by his relationship with rogue FBI agent John J. Connolly, who Bulger had known since they were boys. Connolly was supposed to be in charge of getting information out of him and Bulger did provide information that helped the FBI go after his main rival, New England’s Italian Mafia, as well as local criminals.

In return, Connolly let Bulger know about working investigations while Bulger and close associate Steve “The Rifleman” Flemmi carried on with impunity. After he retired from the FBI, Connolly tipped off Bulger about a coming indictment, sending the mobster on the run in 1995.

Connolly was convicted in 2008 of racketeering, taking bribes and second-degree murder for his role in the slaying of an accountant who Bulger and Flemmi feared would testify against them.

Bulger’s former associates turned on him while he was at large and their information led to a 2000 indictment that originally charged him with 19 murders.

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