What would happen if it was ‘Sugar’ Ray Leonard What Floyd ‘Money’ Mayweather, Jr.
Sugar Ray Leonard won the Olympic gold medal in 1976 in Montreal, Canada. He ended his amateur career with a final record of 145-5. Floyd Mayweather won the Olympic bronze medal in 1996 in Atlanta, Georgia; His final amateur record was 84-9.
Leonard won the WBC Welterweight title and defeated Wildred Benitez 38-0-1 in November 1979. At 27-0, he lost to Roberto ‘Hands of Stone’ Duran, 71-1. In the rematch he stops Duran in 8 rounds.
Three fights later in 1981 behind he stopped the WBA champion Thomas ‘Hit Man’ Hearns, 32-0, in the 14th round. After winning his next fight, he had to recover from a detached retina and stop in 9 rounds with 20-4-1, 20-4-1.
Three years later, he returned to the ring and defeated the WBC middleweight champion ‘Marvelous’ Marvin Hagler, 62-2-2, in April of 1987 by a split decision. 19 months later, he stopped WBC World Light Heavyweight Champion Donny ‘Golden Boy’ Lalonde, 31-2.
In June 1989, in a return game with Hearns, it ended in a split decision. In February 1991 he lost the WBC Super Welterweight Champion ‘terrible’ Terry Norris, 26-3. About 3 ½ years later in his last game, he lost in 5 rounds in 5 rounds in IBC middleweight champion Hector ‘Macho’ Camacho, 62-3-1. His final record was 36-3-1 with 25 stops.
Mayweather, Jr., won the WBC Super Featherweight title in October 1998 and stopped Genaro Hernandez, 38-1-1, in 8 rounds. In April of 2002, he won the WBC World Lightweight title in a disputed decision on Jose Luis Castillo, 45-4-1, and then won the Rematch.
He added the light middleweight title that defeated Oscar ‘Golden Boy’ de la Hoya, 38-4, by a split decision in May 2007. His final record was 50-0-stop MMA champion Conor McGregor, in 10 rounds, August 2017.
Joe ‘The Brown Bomber’ Louis, 66-3 with 52 downtime and 25 title defense and 1960 Olympic gold medal Muhammad ‘The Greatest’ Ali, 56-5 with 37 stops was a 3-time champion.
You select the winners.
Last updated on 04/07/2025
