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'Whitey' Bulger, One Of The Most Feared Men In Boston's History, Has Been Killed In Prison

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James "Whitey" Bulger is seen in two booking photos, decades apart -- 1959 and after his capture in 2011. The convicted mobster and murderer died in prison in 2018. (U.S. Marshals Service)
James "Whitey" Bulger is seen in two booking photos, decades apart -- 1959 and after his capture in 2011. The convicted mobster and murderer died in prison in 2018. (U.S. Marshals Service)

Convicted mobster James “Whitey” Bulger, who rose to power as a secret informant to the FBI and counted on FBI agents to help him get away with murder and extortion, has been killed in prison, a source says. He was 89.

At the time of his death, Bulger was serving two consecutive life sentences. He had just been relocated to high-security Hazelton prison in West Virginia.

He lasted less than a day there.

In a statement Tuesday, the Federal Bureau of Prisons said Bulger was found unresponsive in his cell at about 8:20 a.m. A law enforcement source, speaking on condition of anonymity, told WBUR that Bulger was beaten to death.

In a statement, the U.S. attorney in West Virginia said it and the FBI will conduct an investigation into Bulger's death.

According to Justin Tarovisky, executive vice president of the American Federation of Government Employees Local 420, which represents corrections officers at the Hazelton prison, Bulger's death is being investigated as a homicide.

Richard Heldreth, another Local 420 official, told WBUR there have now been three homicides in seven months at the prison.

Bulger had well-known heart problems; he had told his lawyer he had had several heart attacks while in prison. His death raised questions among his attorneys about why the wheelchair-bound Bulger was moved to the Hazelton prison.

Jay Carney, who defended Bulger in his Boston federal court trial in 2013, said in a statement Tuesday that Bulger "was sentenced to prison, but as a result of decisions by the Federal Bureau of Prisons, that sentence has been changed to the death penalty."

'A Ghostly Presence'

Until his 2013 trial, Bulger had avoided prison for decades, thanks to his connections to the U.S. Department of Justice and an inside tip in 1994 that he was about to be arrested. His 16-year run as a fugitive made Bulger a legend and deeply embarrassed the FBI.

He had become an old man by the time he was arrested in 2011.

This undated surveillance photo shows James "Whitey" Bulger, left, walking with his former right-hand man, Kevin Weeks. (U.S. Attorney's Office)
This undated surveillance photo shows James "Whitey" Bulger, left, walking with his former right-hand man, Kevin Weeks. (U.S. Attorney's Office)

He was one of the most feared men in the history of Boston.

"When Jim Bulger decided to kill somebody, he killed him. There was no changing his mind. And people knew it," said Kevin Weeks, who had seen his boss at work, buried some of the victims, and testified at Bulger's trial.

"People did not want to meet him," Weeks said. "People would do what was asked of them without even meeting him because they didn’t want to meet him."

Bulger rose from the projects of South Boston, along with his brother William, whose parallel path to power went to politics and the presidency of the Massachusetts Senate and later the University of Massachusetts.

From boosting goods from the backs of trucks, "Whitey" Bulger graduated to bank robbery and a stint in federal prison, including Alcatraz, of which he was a proud alumnus. Back on the streets, he joined an Irish gang called Winter Hill and killed as a favor for the Mafia.

"Because of his viciousness and his utter ruthlessness, he became a legend in Boston," recalled former TV reporter Ron Gollobin. "It was almost like a ghost. A ghostly presence. Even the cops were afraid of him."

This 1980 surveillance photo shows Bulger, left, with George Kaufman at a Lancaster Street garage in Boston’s North End. (U.S. Attorney’s Office)
This 1980 surveillance photo shows Bulger, left, with George Kaufman at a Lancaster Street garage in Boston’s North End. (U.S. Attorney’s Office)

He was cunning, disciplined and low profile. But Bulger's rise from gangster to godfather was enabled and empowered by the U.S. government's war on organized crime, in which the enemy was the Mafia — the Italian-American gangsters, and not the Irish-Americans.

What Boston Mafia boss Gennaro Angiulo and his lieutenants did not know about their outside hit men was this: Bulger and his partner Stephen "The Rifleman" Flemmi had been recruited as secret FBI informants.

"Isn’t that the supreme irony?" asked Gollobin. "'Whitey' Bulger, New England’s most notorious mobster ever, is a rat. And the whole time he is becoming more powerful with the help and aid of the FBI."

"Isn’t that the supreme irony? 'Whitey' Bulger, New England’s most notorious mobster ever, is a rat."

former Boston reporter Ron Gollobin

Credited inside the Justice Department with helping take out the top and middle tier of the local Mafia, Bulger and Flemmi turned the Federal Bureau of Investigations into the Bulger Bureau of Investigations.

"They came to him to use him as an informant," Weeks said. "And he ended up using them as his informant. He flipped the switch."

Bulger corrupted his FBI handler John Connolly, who grew up in the same Southie housing project. He corrupted Connolly's supervisor, John Morris. With cash, gifts and master manipulation, Bulger compromised a number of agents who wined and dined him in their homes and in his.

From them, Bulger gained intelligence about rival gangsters and surveillance operations by honest law enforcement agents in which he was the target. One agent gave Bulger 40 pounds of plastic explosive, according to testimony at trial. Bulger was even given the identity of people informing about him, whom he then murdered.

"There are no words to describe how horrible an act that is," observed a retired state Superior Court judge, Robert Barton. "There is nothing lower. There’s nothing worse."

One Of America's Most Wanted

Bulger is seen in a 1994 mugshot.
Bulger is seen in a 1994 mugshot.

From the time he went on the books as an FBI informant in 1975, Bulger commanded fear across the city without incurring so much as a misdemeanor until 1995.

A team of state police detectives and a DEA agent and a couple of federal prosecutors finally built a case against Bulger, and overcame the entrenched opposition of the FBI. But Bulger was tipped off to his coming indictment. The heads-up came from Connolly, the star FBI agent. Off went Bulger with his longtime girlfriend Teresa Stanley, but he soon brought her home and picked up his other girlfriend, Catherine Greig.

"The fact he is still a fugitive after so many years is an embarrassment to every law enforcement officer we work with," one FBI supervisor, James Burkett, acknowledged when Bulger had only been a fugitive for five years. Afterward, the local bureau tried to retract that statement.

Bulger went uncaptured for 16 years. Posters of America’s Ten Most Wanted pictured Bulger alongside Osama bin Laden.

The astonishing break came in June 2011, after the FBI released a public service announcement focusing on Greig, the blond companion who was 20 years younger than Bulger. "Have you seen this woman?" the ad asked.

In short order, Bulger and Grieg were captured in a rent-controlled apartment in Santa Monica, California.

Bulger came back to a city different from the one he'd left. His brother John had done a stint in prison for lying to a grand jury when asked about "Whitey." And his brother William had been forced out of office as university president after being subpoenaed to a congressional hearing and deliberately questioned in public in regard to 'Whitey's' whereabouts.

Former state Senate President William Bulger is escorted from Boston's federal courthouse after the first court appearance for his brother "Whitey" on June 24, 2011. (Charles Krupa/AP)
Former state Senate President William Bulger is escorted from Boston's federal courthouse after the first court appearance for his brother "Whitey" on June 24, 2011. (Charles Krupa/AP)

After he asserted his Fifth Amendment right not to incriminate himself, William Bulger was then given immunity and forced to answer questions in a subsequent hearing in Washington in 2003. Reacting to his assertions of failed memory and apparent evasions, congressmen accused William Bulger of lying. It did not help his cause that a leaked grand jury transcript quoted him as saying he hoped his brother would never be captured.

When "Whitey" was put on trial in 2013, William Bulger never appeared.

'The FBI Sat Back And Didn’t Do A Damn Thing'

"There is an incredible wreckage field that stretches from the '70s to this day," observed Gollobin, the former Boston TV reporter.

Though Bulger was convicted of all but one count at his trial, victims expressed frustration that those who had empowered and enabled Bulger were not held to account.

Stephen Davis, brother of murder victim Debra Davis, cries outside of Boston federal court while speaking with reporters. (WBUR)
Stephen Davis, brother of murder victim Debra Davis, cries outside of Boston federal court while speaking with reporters. (WBUR)

Tommy Donahue's father was gunned down by Bulger as he gave a ride home to someone who was talking to the FBI.

"You know, how Whitey was able to terror everybody for 30 years. Murder, manipulate, extort and not get in trouble at all. While the FBI sat back and didn’t do a damn thing about it," Donahue said.

It was a wreckage field that was deep and wide, and though Bulger may have been the executioner, it had started with a secret special relationship with the Justice Department.

Former Republican U.S. Rep. Dan Burton summarized the findings of a congressional investigation into the scandal this way: "Rogue members of the FBI, up to the highest levels, protected informants at the expense of innocent people. Informants committed murders with impunity. Killers were tipped off so they could flee without being arrested."

For that period of time, Kevin Weeks might add this epitaph, recalling that over a span of over 20 years, "Whitey" Bulger could wake up every day, look out his window on to Boston and say to himself, "I own this town."

Bulger is convicted on racketeering charges in October 2013. (Margaret Small for WBUR)
Bulger is convicted on racketeering charges in October 2013. (Margaret Small for WBUR)

With additional reporting by WBUR's Benjamin Swasey and The Associated Press

This article was originally published on October 30, 2018.

This segment aired on October 30, 2018.

From 2013: Our Special Bulger On Trial Section

Headshot of David Boeri

David Boeri Senior Reporter
Now retired, David Boeri was a senior reporter at WBUR.

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