James “Whitey” Bulger, 89, who lived a double life as one of Boston’s most notorious mobsters and as a secret FBI informant, was killed after being transferred to a federal prison in West Virginia, according to multiple reports.
Bulger was 89 and serving a sentence of life in prison, and had recently been transferred to the high-security Hazelton penitentiary in West Virginia, according to NBC News, which also reported the death but did not specify the cause.
Henry Brennan, a defense lawyer for Bulger, said in an email he could not confirm or deny the reports.
Officials at the Federal Bureau of Prisons did not immediately respond to requests for comment.
WATCH: Boston gangster ‘Whitey’ Bulger found guilty of gangland crimes (2013)
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 a 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 his memoir, “Brutal.”
“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.
WATCH: Notorious mobster ‘Whitey’ Bulger stuns teens with response to their letter
Bulger was in prison from 1956 to 1965 for robbing banks and upon his release he fell in with the Irish mob in South Boston. He worked his way through the ranks as a bookie and loanshark, 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.
“A BAD, BAD, BAD GUY”
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.
“The guy is a sociopathic killer,” Tom Foley, who worked on Bulger cases for the Massachusetts State Police, told CNN. “He loved that type of life. He’s one of the hardest and cruelest individuals that operated in the Boston area. He’s a bad, bad, bad guy.”
When Bulger fled, he first took Teresa Stanley, his girlfriend of 30 years, with him. After a few weeks at large, however, Stanley wanted to go home so Bulger dropped her off in the Boston area. He picked up another of his girlfriends, Catherine Greig, and disappeared again.
Bulger spent his final years of freedom in No. 303 of the Princess Eugenia apartment complex in Santa Monica with Greig.
One of their neighbors, Anna Bjornsdottir, a former U.S. television actress and Miss Iceland of 1974, earned a $2 million reward for turning in Bulger. She was watching a television news report about the Bulger manhunt when she recognized the man she knew by the name Charlie Gasko and notified the FBI.
At first he denied his identity but eventually told authorities, “You know who I am. I’m Whitey Bulger.” More than $800,000 in cash and a cache of weapons was found hidden in the walls of his apartment.
Greig was sentenced to eight years in prison and fined $150,000 for helping Bulger evade capture. She is scheduled for release in September 2020.
Bulger’s two-month trial for murder, extortion and drug dealing in 2013 was sometimes raucous. A parade of former associates testified against him, giving brutal details about how Bulger would kill enemies and then take a nap.
WATCH: Man known as “the executioner” takes stand at Whitey Bulger trial
Sometimes Bulger sat silently at the defendant’s table and at other times he engaged in profane shouting matches with witnesses such as Flemmi.
Bulger, who denied ever being an FBI informant, refused to testify on the grounds that the trial was a sham.
The U.S. Justice Department paid more than $20 million in damages to families of people killed by Bulger on the grounds that he was operating under government supervision while killing.
While Bulger was robbing banks and killing people, his younger brother Billy was acquiring political notoriety and power.
Billy served in the Massachusetts legislature for 35 years, including several years as president of the Senate, and then was president of the University of Massachusetts. He was forced to resign the latter job in 2003 after it was learned that eight years earlier he had spoken by phone with Whitey, who was a fugitive at the time, and did not report it to authorities.
— Reporting and writing by Bill Trott; additional reporting by Jonathan Allen; editing by Diane Craft and G Crosse