Boston gangster turned FBI informant Whitey Bulger killed in prison

James (Whitey) Bulger, the murderous Boston gangster who benefited from a corrupt relationship with the FBI before spending 16 years as one of America's most wanted men, has been killed in federal prison. He was 89.

Prison union official confirms death is being investigated as murder

James (Whitey) Bulger is dead at age 89. (FBI Handout)

James (Whitey) Bulger, the murderous Boston gangster who benefited from a corrupt relationship with the FBI before spending 16 years as one of America's most wanted men, has been slain in federal prison. He was 89.

Bulger was found unresponsive Tuesday morning at the U.S. penitentiary in West Virginia where he'd just been transferred, and a medical examiner declared him dead shortly afterward, according to the Federal Bureau of Prisons.

Authorities didn't immediately release a cause of death, but Justin Tarovisky, a prison union official, told The Associated Press the death was being investigated as a homicide.

Bulger, the model for Jack Nicholson's ruthless crime boss in the 2006 Martin Scorsese movie, The Departed, led a largely Irish mob that ran loan-sharking, gambling and drug rackets. He was also an FBI informant who ratted on the New England mob, his gang's main rival, in an era when bringing down the Mafia was a top national priority for the FBI.

Bulger spent 16 years as a fugitive before being convicted in 2013 and sentenced to two life sentences. (U.S. Marshals Service/U.S. Department of Justice Handout/Reuters)

Bulger fled Boston in late 1994 after his FBI handler, John Connolly Jr., warned him he was about to be indicted. With a $2 million US reward on his head, Bulger became one of the FBI's "Ten Most Wanted" criminals, listed just below Osama bin Laden.

When the extent of his crimes and the FBI's role in overlooking them became public in the late 1990s, Bulger became a source of embarrassment for the FBI. During the years he was a fugitive, the FBI battled a public perception that it had not tried very hard to find him.       

Watch Keith Boag's 2011 report on how the FBI was seen to have bungled the Bulger case before finally arresting him: 

Keith Boag reports on how James (Whitey) Bulger became a source of embarrassment for the FBI, and how he was finally arrested in 2011. 2:03
                                            

After more than 16 years on the run, Bulger was captured at age 81 in Santa Monica, Calif., where he had been living in a rent-controlled apartment near the beach with his longtime girlfriend, Catherine Greig.

In 2013, he was convicted in the slayings, as well as extortion, and money-laundering after a sensational racketeering trial that included graphic testimony from three former Bulger cohorts: a hit man, a protege and a partner. He was sentenced nearly five years ago to two consecutive life sentences plus five years.

You could go back in the annals of criminal history and you'd be hard-pressed to find anyone as diabolical as  Bulger.- Retired State Police Major Tom Duffy

Bulger had just been moved to USP Hazelton, a high-security prison with an adjacent minimum security satellite camp in Bruceton Mills, W.Va. He had been in a prison in Florida before a stopover at a transfer facility in Oklahoma City. Federal Bureau of Prisons officials and his attorney had declined to comment on why he was being moved.

Bulger, nicknamed Whitey for his bright platinum hair, grew up in a gritty South Boston housing project and became known as one of the most ruthless gangsters in Boston.

Catherine Greig, longtime girlfriend of Bulger, was sentenced to eight years in 2012 after pleading guilty to identity fraud and harbouring a fugitive. (U.S. Marshals Service/U.S. Department of Justice/Reuters)

"You could go back in the annals of criminal history and you'd be hard-pressed to find anyone as diabolical as Bulger," said Tom Duffy, a retired state police major who investigated Bulger.

"Killing people was his first option. They don't get any colder than him," Duffy said after Bulger was finally captured in June 2011.

Bulger was accused of strangling Debra Davis, the 26-year-old girlfriend of his partner, Stephen (The Rifleman) Flemmi, and Deborah Hussey, also 26, the daughter of Flemmi's common-law wife. In both cases, Bulger insisted on pulling out the women's teeth so they would be difficult to identify, Flemmi testified.

During a search of his Santa Monica apartment, agents found over $800,000 US in cash and more than 30 guns, many hidden in holes in the walls. A property manager at the building said Bulger and Greig, who used the names Charles and Carol Gasko, had lived there for 15 years and always paid the rent-controlled rate of $1,145 US a month in cash.

They were caught days after the FBI began a new publicity campaign focusing on Greig. The daytime TV announcements showed photos of Greig and noted that she was known to frequent beauty salons and have her teeth cleaned once a month.

A woman from Iceland who knew Bulger and Greig in Santa Monica saw a report on CNN about the latest publicity campaign and called in the tip that led agents to them.

The Boston Globe identified the tipster as a former Miss Iceland, a former actress who starred in Noxzema shaving cream commercials in the 1970s.

Bulger, a physical fitness buff, had been taken to a Boston hospital from his jail cell at least three times, complaining of chest pains, since being brought back to Boston to stand trial.