Podcast Episode Details

The Untold Story of Crime Boss and Sixteen-Year Federal Fugitive, James (Whitey) Bulger (Part Two)

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For twenty years, Whitey Bulger terrorized Boston with the full collusion of the FBI.  On the run for sixteen years, he was eventually arrested on June 22, 2011.

Litif got off with this stern warning but then made the mistake of telling Bulger that he was going to murder his bookmaker partner, a last straw.  On April, he was invited to the Triple O’s where Bulger stabbed him repeatedly with an ice pick and Steve Flemmi shot him in the head.  His body was found in the trunk of his car, in garbage bags, abandoned on a South End street.  In another example of his macabre sense of humor Whitey explained to associates afterwards that Litif, known as a flashy dresser, was wearing green underwear after they stripped his body.  Therefore, they made sure that they used green garbage bags, so that Louis would be found, color coordinated.

Only a few months later, a Southie criminal named Brian Halloran tried to extricate himself from some serious criminal charges by going to the FBI, with details tying Bulger and Flemmi to the murders of Louie Litif and Roger Wheeler, even claiming to be an eye witness in both cases.  Although Halloran was at least embellishing if not outright lying about his presence at the Wheeler slaying, he was close enough to Callahan to be able to secretly record potentially incriminating conversations. He pleaded to be allowed into the witness protection program and the agent handling his case figured he would run that by supervisor John Morris, to see what he thought. Morris immediately told Connolly who told Whitey Bulger.