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Winter Hill Episodes

April 18, 2022

The Hit Parade of 1965 - The Slain & The Suspects

The gangland slayings continued in 1965. We're profiling the victims, and sharing own our theories, opinions (and snarky comments) about the FBI's investigations. Episode 25 Episode 17 Follow us on Twitter for sneak peeks of ...

Mafia Jimmy Flemmi Joseph Barboza Raymond Patriarca Jerry Angiulo Maurice "Pro" Lerner Jack "Red" Kelley Richard Chicofsky McLean McLaughlin Winter Hill

March 07, 2022

The Boys of Winter Hill

The Winter Hill gang was home to many of Boston's more infamous criminals, and serial killers, including the Flemmi brothers: Jimmy "The Bear" and his brother Stevie "The Rifleman", Howie Winter, "Cadillac" Frank Salemme, and...

Jimmy Flemmi Stevie Flemmi John Martorano Winter Hill Joe McDonald Howie Winter

November 29, 2021

On the Waterfront - The Boston Version

We are taking a deep dive into the origins of the McLean McLaughlin Gangland War of the 1960s. A war for territory marked by boxing matches, attempted car bombings, and the murder of more than 60 men. The Boston FBI Office al...

FBI Informants McLean McLaughlin Buddy McLean Winter Hill Punchy McLaughlin George McLaughlin Bernie McLaughlin