I voted for Leonard based on prime against prime. Leonard hit his prime as a welterweight when he fought Hearns. I think that Leonard would beat any version of Mayweather. Mayweather has Leonard beat when it comes to staying a great fighter over a long period of time. Mayweather is still great at 36 years old and Leonard was not very good at that age. So I think a 27 year old Leonard would edge out a 27 year old Mayweather in a welterweight fight. A 34 year old Mayweather would easily beat a 34 year old Leonard at welterweight or even 154, the same way Terry Norris beat the hell out of Leonard when Leonard was 34.
Hard to say. Mayweather is great and everybody sees that but he screwed himself legacy wise. There was a lot of fights he should of took and he most likely would of won them all, but we will never know for sure.
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