The Life and Times of Mobster Whitey Bulger

Notorious mob boss James "Whitey" Bulger, who was on the run for 16 years posing as a retiree until he was arrested in 2011 in California, died in prison at the age of 89. See his life in photos.

15 photos
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Boston gangster James 'Whitey' Bulger, Jr. poses for a mugshot on his arrival at the Federal Penitentiary at Alcatraz on Nov. 16, 1959, in San Francisco, California.
Donaldson Collection/Michael Ochs Archives/Getty Images
Boston gangster Whitey Bulger poses for a mugshot upon his arrival at the Federal Penitentiary at Alcatraz on Nov. 16, 1959, in San Francisco, California.
Reputed Boston mobster and fugitive James J. "Whitey" Bulger is seen in this undated photo released by the FBI on Dec. 30, 1998. Despite unconfirmed sightings in about 30 countries and on every continent but Antarctica, Bulger remained elusive after more than a decade on the run until his arrest in 2011.
Bulger as seen in a variety of FBI file photos spanning years from 1983 to 1994. Bulger was an informant for nearly 20 years, and that secret alliance, which has raised issues of entrapment, endangered the long effort to bring down the New England mob.
Boston Globe via Getty Images
Federal agents carry evidence seized from Rotary Variety, a convenience store on Old Colony Avenue in South Boston, on Jan. 17, 1990. Federal, state and local authorities searched businesses and residences linked to the organization of reputed underworld leader Whitey Bulger, reportedly as part of an investigation into drug trafficking and money laundering.
John Tlumacki/The Boston Globe via Getty Images
James "Whitey" Bulger and Catherine Greig as seen in this 1998 photo.
Michael Dwyer/AP
FBI special agent Richard Deslauriers speaks during a news conference next to a poster featuring fugitive James "Whitey" Bulger at the FBI field office in Boston, Monday, June 20, 2011. FBI agents on the trail of Bulger are turning to TV ads aimed at women as they try to bring the fugitive Boston mob boss to justice after 16 years on the run.
John Tlumacki/The Boston Globe via Getty Images
One of the inscribed bricks on the ground at the Veteran's Park in the MaryEllen McCormick Development is that of Whitey Bulger, who lived there. Those who donated money to pay for the park, which was completed in 1995, can have an inscription on a brick.
Jae C. Hong/AP
FBI agents load evidence bags into a truck outside an apartment complex where fugitive crime boss James "Whitey" Bulger and his longtime companion Catherine Greig were arrested in Santa Monica, California, June 23, 2011. The Boston mob boss was captured near Los Angeles after 16 years on the run that embarrassed the FBI and exposed the bureau's corrupt relationship with its underworld informants.
Bureau of Prisons via Getty Images
James 'Whitey' Bulger as seen in this 2011 mugshot.
U.S. Marshals Service via AP
Catherine Greig, the longtime girlfriend of Whitey Bulger, who was captured with Bulger on June 22, 2011, as seen in an undated booking photo provided by the U.S. Marshals Service.
John Tlumacki/The Boston Globe via Getty Images
James "Whitey" Bulger as seen on Castle Island in 1994.
Jane Flavell Collins/AP
A courtroom sketch depicts James "Whitey" Bulger, center, during a pretrial conference before District Judge Denise Casper, left rear, in a federal courtroom in Boston, June 3, 2013. Bulger is flanked by his attorneys Henry Brennan, left, and J.W. Carney Jr., standing at right.
Margaret Small/AP
This courtroom sketch depicts Stephen "The Rifleman" Flemmi testifying as defendant James "Whitey" Bulger listens, below, during his murder and racketeering trial at U.S. District Court in Boston, Thursday, July 18, 2013.
Jane Flavell Collins/AP
James "Whitey" Bulger, second from right, stands with defense attorneys Hank Brennan, third from right, and J.W. Carney, right, as the jury submits its verdicts before Judge Marianne Bowler, Aug. 12, 2013 in federal court in Boston. Bulger was found guilty on several counts of murder, racketeering and conspiracy.
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