Boston's Irish Mob Gang War: The Winter Hill Gang

In 1960s Boston, Buddy McLean ignited a savage gang war after tensions with the McLaughlin brothers boiled over into open bloodshed. What started as neighborhood beef turned into a cycle of ambushes, barroom executions, and street hits that terrorized Boston. McLean’s Winter Hill crew proved more organized and ruthless, picking off rivals and seizing control as bodies piled up. By the end, the McLaughlins were shattered, and the war set the stage for the rise of Whitey Bulger and the modern Boston mob. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Boston's Irish Mob Gang War: The Winter Hill Gang is an episode from The Underworld Podcast by The Underworld Podcast.

This episode is 52:15 long.

This episode was published on Apr 7, 2026.

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