Mike Tyson vs. Evander Holyfield (1st meeting)
1996-11-09 : Mike Tyson 222 lbs lost to Evander Holyfield 215 lbs by TKO at 0:37 in round 11 of 12
- Location: MGM Grand, Las Vegas, Nevada, USA
- Referee: Mitch Halpern
- Judge: Dalby Shirley 92-96
- Judge: Frederico Vollmer 93-100
- Judge: Jerry Roth 92-96
- World Boxing Association Heavyweight Title (1st defense by Tyson)
- See Also: Evander Holyfield vs. Mike Tyson (2nd meeting)
- Tyson and Holyfield were originally scheduled to fght on June 18, 1990 at the Atlantic City Convention Center. Holyfield, the #1 contender, was guaranteed more than $11 million and Tyson, the Undisputed World Heavyweight Champion, was guaranteed more than $22 million. Those plans went down the drain when Tyson lost the title to James (Buster) Douglas, a 42-1 underdog, on February 11, 1990. Eight months later, Douglas lost the title to Holyfield.
- The second time Tyson and Holyfield were scheduled to fight was November 8, 1991 at Caesars Palace in Las Vegas. It was to be Holyfield's second title defense. Tyson was guaranteed $15 million and Holyfield was guaranteed $30 million. On September 9, Tyson was indicted on charges of raping a beauty-pageant contestant in Indianapolis. Although some felt that the fight should be canceled, it was still set to happen. Then, on October 19, it was announced that Tyson had injured his ribs and the fight would have to be postponed. With Tyson's trial set to begin on January 27, no new date was scheduled for the fight. On February 10, 1992, Tyson was convicted of rape and sent to prison.
- Tyson was released from prison in 1995 and regained the WBC and WBA titles in 1996. He relinquished the WBC title to fight Holyfield instead of the mandatory challenger, Lennox Lewis.
- Holyfield had lost two of his previous four fights and was considered washed up by many experts. Tyson opened as a 25-1 favorite, but the odds went down to 6-1 by fight time.
- Holyfield was guaranteed $12 million and Tyson was guaranteed $30 million.
- A crowd of 16,103 produced a gate of $14,150,700.
- The fight generated 1.59 million pay-per-view buys and produced over $79 million.
- Tyson suffered a cut from an unintentional headbutt in the sixth round. Later in the round, Holyfield dropped Tyson with a left hook. Holyfield hurt Tyson late in the tenth. Tyson was still wobbly at the beginning of the eleventh, and Holyfield got right on him, battering him until the referee stopped the fight.
- The bout was named The Ring Magazine Fight of the Year and Upset of the Year for 1996.
- After of as Holyfield win Tyson, he became only to the 3 time world champion in super heavyweight.