Matthew Cox | Inside True Crime Podcast

The Hunt for Whitey Bulger | America’s Most Wanted Gangster

Jan 3, 2026
Retired Miami-Dade homicide detective Ramesh Nyberg, with a wealth of experience in organized crime and author of 'Badge, Tie, Gun', delves into the dark history of Whitey Bulger. He reveals the connections between Bulger and FBI corruption, particularly agent John Connolly. Nyberg shares fascinating insights on the investigative techniques that led to Bulger’s capture, and how the Winter Hill Gang’s activities reached Miami. He also reflects on his own career, tackling cold cases, and the emotional toll of notifying families about tragic news.
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ANECDOTE

How World Jai Alai Linked Miami To Whitey Bulger

  • Ramesh Nyberg described how the Winter Hill Gang's skimming of World Jai Alai led to Roger Wheeler's murder and a RICO sweep.
  • John Callahan, a Miami VP tied to Bulger, was found dead in a car trunk at Miami International Airport in 1982, which drew Miami detectives into the Boston cases.
INSIGHT

Flip Of A Hitman Opened The Case

  • Turning hitmen into cooperating witnesses unlocked decades of unsolved murders and enabled broad RICO charges.
  • Martorano's cooperation produced detailed confessions that allowed prosecutors to charge Bulger and Flemmi despite Bulger being a fugitive.
ANECDOTE

Whitey Bulger's Capture, Trial, And Death

  • Nyberg recounts Bulger's capture, trial, and eventual conviction despite Bulger denying being an FBI informant.
  • After conviction Bulger received long federal sentences and later was murdered in prison after being attacked by cellmates.
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