Boxing Fights Collection
The Biggest Heavyweight Upsets (rare)
The Biggest Heavyweight Upsets (rare)
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BOXING CLASSIC
Perhaps the most famous heavyweight upset in boxing history was James “Buster” Douglas’ 10th-round knockout of Mike Tyson in 1990. Tyson was considered unbeatable at the time. Too often forgotten among those recounting huge heavyweight championship upsets is Evander Holyfield’s shocking demolition of Mike Tyson in 1996. Entering the contest, Tyson had completely annihilated all four of his opponents during his comeback to boxing after a four-year hiatus due the time he spent in prison after being convicted of rape.
Holyfield, on the other hand, had gone 2-2 in his last four fights and had suffered the first stoppage loss of his career in a third fight against Riddick Bowe just one year earlier. Oddsmakers listed Tyson as the 1/25 favorite at the open before settling around 1/10. Some in the boxing media at the time of the event were even afraid for Holyfield’s life. Andy Ruiz, 29, from Imperial, California, shocked the boxing world at Madison Square Garden in New York. Coming into his second world title challenge on just about a month’s notice as a late replacement opponent for Jarrell Miller, Ruiz rose from the first knockdown of his career in the third to drop Joshua four times over the next five rounds before referee Michael Griffin stopped the fight. By the seventh round, Joshua, the 1/24 favorite, stood weary-eyed in the corner, concussed with disbelief that Ruiz was standing in the center of the ring hands raised high in jubilation after completing one of the biggest upsets in boxing history.
1. Gene Tunney Vs. Jack Dempsey (September 1926)
2. James Braddock Vs. Max Baer (June 1935)
3. Max Schmeling vs. Joe Louis (June 1936)
4. Jack Johnson (New-Documentary)
5. Cassius Clay Vs. Sonny Liston (February 1964)
6. Muhammad Ali Vs. George Foreman - uncut -(Octocber 1974)
7. Leon Spinks Vs. Muhammad Ali I - uncut - (February 1978)
8. James "Buster" Douglas vs. Mike Tyson -uncut - (February 1990)
9. Oliver McCall vs. Lennox Lewis (September 1994)
10. George Foreman Vs. Michael Moore (November 1994)
11. Evander Holyfield Vs. Mike Tyson ( November 1996)
12. Hasim Rahman Vs. Lennox Lewis (April 2001)
13. Corrie Sanders Vs. Wladimir Klitshko (March 2003)
14. Lamon Brewster Vs. Wladimir Klitschko (April 2004)
15. Andy Ruiz Jr. Vs. Anthony Joshua (June 2019)
16. Biggest Heavyweight Upsets (New-Documentary)