Absolutely. There is no way to say. That same argument though can be made about every fighter we like. For example, I might admire Ike Williams and believe he was the best lightweight to ever lace up gloves. Who's to say he wouldn't have beat Roberto Duran at lightweight?
However, when it comes to talking about the best of all-time, which is a very small group, how can we even compare Floyd Mayweather with Roberto Duran when Duran beat Sugar Ray Leonard. Does Floyd Mayweather Jr. have a win on his CV that equates to Duran's win over Sugar Ray Leonard? Does Floyd have a win that is comparable to Duran's over Jose Pipino Cuevas, or over Iran Barkley at middleweight (remember Duran started his career at lightweight, comparable to Floyd)? If we are talking about legacy, the most important questions are: who did he face and when? Otherwise, it's mere speculation, and entirely subjective. Not to say, the debate isn't fun, of course.
By the way, there are those that argue that Sugar Ray Leonard wasn't great, or that a win over Cuevas wasn't great, besides that I disagree, even if we assume that they aren't great, are there any wins on Floyd's resume that are better?


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