On October 25, 1990, world's number one contender Holyfield fought
Buster Douglas in the first defense of the title that Douglas had won eight months earlier by upsetting
Mike Tyson in
Tokyo. Holyfield defeated an out-of-shape Douglas by knocking him out in the third round, having made three defenses of his three titles entering this fight. The first was against
George Foreman, the former champion who was attempting to become the oldest heavyweight champion ever. After winning a unanimous decision Holyfield signed to fight Tyson on November 8, 1991, but Tyson pulled out with an injury. Instead, Holyfield took on journeyman
Bert Cooper and suffered his first career knockdown, nearly falling to defeat before rallying to knock out the lightly regarded contender in a fight that the WBC refused to sanction as a title fight. The planned Tyson fight was then scuttled altogether, after
Tyson was convicted of rape and incarcerated in early 1992. With Holyfield in need of an opponent, undefeated
Riddick Bowe emerged as the frontrunner to land the next shot at Holyfield's undisputed championship. Holyfield's manager
Shelly Finkel and Bowe's manager Rock Newman, were nearly able to get a deal done shortly after Tyson's conviction, but it fell apart after the two sides could not agree on financial issues. Eventually, Bowe landed a number-one contender match with
Pierre Coetzer, which he won by seventh round
technical knockout, earning the right to challenge Holyfield for his undisputed heavyweight championship. Meanwhile, Holyfield took a tune up fight in June 1992, against another aging former champion in
Larry Holmes. Although the 43-year-old Holmes had won six consecutive fights after recording what were his only career losses to that point (his 1985 title-losing fight and 1986 rematch with
Michael Spinks and his
1988 comeback fight against Tyson) and went the distance with the champion, Holyfield emerged with another unanimous decision win. Holyfield went on to face criticism for taking the title from an uninterested Douglas and then defending it against two past-their-prime fighters in Foreman and Holmes, while also nearly getting knocked out by the journeyman Cooper. As a result, some in the boxing world looked at Holyfield's match with Bowe as a way for the champion to legitimize his reign and earn the respect of his doubters despite already holding the undisputed title for two years. ==The fight==