James 'Buster' Douglas beats Mike Tyson
Douglas caused the biggest upset in boxing history in 1990 when he knocked out Mike Tyson in Tokyo to become undisputed heavyweight champion of the world. At the time, Tyson was considered the best pound-for-pound boxer on the planet and considered pretty much unbeatable. One lucky punter had $1,500 Douglas to win at 38/1 - and went home $57,000 richer.
