The man who conned Al Capone: Titanic Thompson

Welcome back to Bloomin’ Legends!

This week, Johnny Vaughan and Gavin “The Woodman” Woods dive into the outrageous, slippery and utterly fearless life of Titanic Thompson, the man who made a career out of betting on the impossible… and somehow winning.

This episode is all about the hustles.

From golf-course cons to proposition bets that defied logic, Titanic turned everyday situations into high-stakes theatre. He’d bet you he could throw a peanut over a hotel. He’d bet you he could drive a golf ball onto a green you couldn’t see. He’d bet you on what time a train would arrive… after he’d quietly made sure it was delayed.

And then there’s the big one. The time he allegedly outsmarted Al Capone.

What You’ll Hear in This Episode:

🎲 Proposition Bet Madness – The outrageous wagers that made his name

🏌️ Golf Course Cons – How he turned sport into a science of swindling

💰 Hustling the Mob – Taking money off dangerous men

🕵️ The Capone Story – Did he really outplay America’s most feared gangster?

🎭 Reinventing Yourself – From small-town kid to gambling folklore

Bloomin’ Legend or Not?

Titanic Thompson made fortunes, lost fortunes, dodged bullets and blurred the line between genius and grifter.

But does outsmarting gangsters and living by your wits make you a Bloomin’ Legend…

or just history’s smoothest conman?

🎥 Watch the full episode now on the Bloomin’ Legends YouTube channel!

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Produced by Ben Fairclough