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March 18, 2025 48 mins

This week, we’re diving into the history of one of the most notorious figures in bourbon—and crime—history. Before Prohibition, he was a respected lawyer. During it, he became the “King of the Bootleggers,” controlling nearly a third of all illegal liquor in the U.S.

His story is filled with fortune, betrayal, and even murder. And now, his legacy lives on in a high-proof bourbon that’s just as bold as his past.

Join the guys as they break down the rise, fall and redemption of this whiskey legend — and, of course, give their takes on whether his namesake bourbon is worth the hype. Grab a glass, because this pour comes with one hell of a backstory!

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