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Who wins Leonard – Mayweather, Ali – Louis?

What would happen if it were “sugar” Ray Leonard Fighing Floyd “Money” Mayweather, Jr.?

Sugar Ray Leonard won the Olympic Gold Medal in 1976 in Montreal, Canada. He finished his amateur career with a final record of 145-5. Floyd Mayweather won the Olympic Bronze Medal in 1996 in Atlanta, Georgia; Its final amateur record was 84-9.

Leonard won the title WBC Welterweight, defeating Wilded Benítez, 38-0-1, in November 1979. At 27-0, he lost to Roberto ‘Hands of Stone’ Duran, 71-1. In resale, he stopped Duran in 8 rounds.

Three fights later in 1981 behind it stopped the WBA Thomas champion ‘Hit Man’ Hearns, 32-0, in the 14th round. After winning his next struggle, he had to recover from a gossip, stopping Kevin Howard, 20-4-1, in 9 rounds.

Three years later, he returned to the ring, defeating Middleweight’s WBC champion, “wonderful” Marvin Hagler, 62-2-2, in April 1987 by divided decision. 19 months later, he stopped the World WBC World Champion, Donny ‘Golden Boy’ Lalonde, 31-2.

In June 1989, in a return game with Hearns, he ended up in a divided decision draw. In February 1991, he lost to the Super Welterweight champion of WBC, Terry Norris, 26-3. About 3 and a half years after his final attack, he lost to the IBC Middle Weight IBC champion, Hector ‘Macho’ Camacho, 62-3-1, in 5 rounds. Its final record was 36-3-1 with 25 stops.

Mayweather, Jr. He won the heavy weight title of the WBC in October 1998, stopping Genaro Hernandez, 38-1-1, in 8 rounds. In April 2002, he won the title of WBC World Lightweight in a decision on Jose Luis Castillo, 45-4-1, and then won the resale.

He added the lightweight half-weight title by defeating the Oscar ‘Golden Boy’ of La Hoya, 38-4, by a decision divided in May 2007. His final record was 50-0 stopping the champion of MMA Conor McGregor, in 10 rounds, August 2017.

Joe ‘The Brown Firefighters’ Louis, 66-3 with 52 stops and 25 title defenses and the 1960 Olympic Gold Medal, Muhammad ‘The Greatest’ Ali, 56-5 with 37 stops was a three-fold champion.

Choose the winners.

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Last updated on 04/07/2025

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