Holyfield by decision I think if he engaged with Usyk in a war it would benefit him unlike against Bowe who was considerably bigger.
Draw I can't separate them Gun to head I pick Holyfield, as I believe he was tougher and fought harder opponents
People always say this without context. Holyfield lost to two Southpaws in their primes when he was over the age of 40 and completely past it. Its nothing to do with them being Southpaws as Holyfield also lost to the likes of Toney, Donald, during that time. The 1st meeting with Moorer wasn't due to the Southpaw style either it was due to Holyfield having health issues in the fight and was way under par regarding his energy levels. In the rematch when healthy Holyfield disposed of Moorer easily knocking him down half a dozen times.
Tough fight but I favor Holyfield partly because he definitely fought the tougher fights. Depending on how Holyfield fights will affect if Usyk is able to land his counters and outscore but that maybe happens 3 out of 10 times IMO.
I can see Holyfield ripping combinations on Usyk and winning a decision... Bowe major size/weight advantage and was just a big dude that could fight very well on the inside.
Usyks movement and IQ is top top top... It's hard to pick against him. Depends whether the fight happened now or back then - now it wouldn't even happen, Evander wouldn't pass the **** test. That's the elephant in the room... Would a clean Holyfield have any chance here?
50/50 matchup really depends on if Usyk can use his footwork and feints to keep Holyfield at range or if Holyfield can close the range and unload on Usyk. If Usyk can keep Holyfield at a distance and escape if Holyfield ever gets close then he can win if Holyfield can find success closing the distance then he'll win. I think either would be able to knock each other out since neither has great power and both have really good chins. I'd favor Usyk slightly but I can see it going either way.
So let's compare. Usyk in his late 30's is beating the SHW Tyson Fury. Evan Fields is getting KO'd by a former MW. Usyk is a different level and never loses to this character.
Wrong..... Holyfield in his late 30s was beating the likes of Moorer and having a very competitive fight vs a prime Lewis. Holyfield lost to Toney at age 40 try again.
Is Usyk definitely clean? We assume so because he is passing a test, but are we certain? I have my opinion on these top athletes which may be cynical and get me a ban, but I will just say imo Holyfield and Usyk will be fighting an even battle and the best man will win