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Legacy aside if they fought at prime and at the same weight 'imaginary I know' I recon Floyd would win even though he'd have sore balls and few cuts above the eyes he'd come out of 12 as the greater fighter.
Klitschko due do size alone would probably handle Ali, doesn't make him a greater fighter, talent is only a part of what makes a fighter great, you can have all the talent in the world, but it's what you do with it that defines your legacy, who has gone above and beyond with the abilities they possess? B-Hop, there's a reason no one ever questions his run at either division, Floyd on the other hand...
True; theres two different ways to look at 'greatest fighter' put em both in the ring at the same weight in their prime see who comes out best.

Then as the title suggested by having the words 'who will be remembered' in there is the other way of looking at it;

But thats the harder road to summarize with so many variations, including totally different opponents and differing depth of talent in each weight.

Intent on ones own legacy is an interesting variant too.
true, but Mayweather was blessed to have not one but TWO stacked divisions where he could have stacked his resume, yet he chose to fight guys like Ortiz, Maidana, Guerrero

he could have taken on Pacquiao, Garcia, Khan, Bradley, Kirkland, Trout, Lara, etc.
lets take the floyd hating down a notch
no hating, just stating facts, 8 out of 10 times he'll fight someone safe rather than a real challenge, IMO the two times where he really took a risk was Canelo and Cotto, everything else has pretty much safe, he's constantly picked the less meaningful fight despite having at one point two stacked divisions at his disposal
Other than Pac, anybody who Floyd chooses to fight will be disputed. You can say that he should have fought other fighters instead of the ones he fought but then it could easily be said that he ducked them. As long as he's not fighting people like Rios and algeri then I'm alright.
thing is Guerrero, Ortiz, and Maidana are all on that level of Rios and Algieri, the two standouts would be Maidana and Algieri seeing how both have/had come off big wins, Maidana-Broner and Algieri-Provodnikov, but yea Rios is on the same level as Guerrero and Ortiz, and it's not like I'm giving Pacquiao a standing ovation for those choices either