Don’t Hate Yourself, But Placing A Bet On These Wagers Would Have Made You Significantly Richer

All Money On Tyson

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In Mike Tyson’s prime, no one could keep up with him. He was a real beast in human form. From his crazy interviews to his in-ring antics, Tyson was the last guy to bet against. When 1990 came around, he and Buster Douglas had a match in the Toyko Dome. Tyson headed into the bout 37-0.

Douglas was 42 to 1 underdog, and all of Las Vegas had their money on Iron Mike. To everyone’s disbelief, Douglas pulled off one of the biggest upsets in history. He knocked out Tyson in the tenth round and won the Heavyweight Title.

This next fight was an even bigger shock…