1. James ‘Buster’ Douglas vs. Mike Tyson
In 1990, Douglas, a 42-1 outsider motivated by the death of his mother, delivered the performance of his life in Tokyo, Japan to recover from an eighth-round knockdown and leave Tyson, deemed an invincible destroyer, searching for his mouthpiece in the 10th. As far as upsets go, nothing comes close.
2. James Braddock vs. Max Baer
Braddock, known as ‘The Cinderella Man’, was a 10-1 underdog when he faced Baer at the Madison Square Garden Bowl, the so-called ‘Graveyard of Champions’, in 1935. He entered the fight with a 50-25-7 record, yet this didn’t stop him winning a 15-round decision and claiming Baer’s heavyweight title.
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