
The Underworld Podcast
Whitey Bulger, Jai Alai, the Winter Hill Gang, & the Tycoon Murder that Stunned America
Tue, 29 Mar 2022
*Note: technical difficulties with Sean's microphone this episode, apologies* By the late Seventies Jai Alai, a superfast, racketball-like sport, had become one of the US’ most lucrative betting markets. That attracted Roger Wheeler, a mega-rich Tulsa tycoon, to pour millions into the game. It was also riddled with crime. Boston’s Irish Mob, led by the bloodthirsty James “Whitey” Bulger, would make a mint skimming its earnings and building an underworld empire off Jai Alai’s back. Then Wheeler figured out his latest investment was rotten. Bulger sprang into action, launching a campaign of terror that would claim several lives in gruesome fashion. Eventually, the Jai Alai slayings would bring down drug barons, dirty cops and dozens of New England’s biggest gangsters. Ja Alai wouldn’t fare much better. Learn more about your ad choices. Visit megaphone.fm/adchoices
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