(Pick 1 response per weight class) 1 - At heavyweight (Usyk - 2024 - Fury I/Fury II) (Holyfield - 1992 - Holmes) 2 - At cruiserweight (Usyk - 2018 - Gassiev) (Holyfield - 1987/'88 - Qawi/de Leon)
1. Heavyweight : Holyfield SD 2. Cruiserweight: Usyk UD Reason i am picking 92 Holyfield over 2024 Usyk is because 2024 Usyk, while still prime, isn't quite as energetic as 2021/22 Usyk. He is no longer throwing 600 punches or so. He might still be able to but i think his work rate has dipped a bit. I think 92 Holyfield was so young, he would be able to slightly outfight the older man. At cruiser, i feel Usyk faced and beat better fighters, and he could maintain such an unreal work rate, i think he would outwork Holyfield for a close UD. If you take 2021 or even 2022 Usyk, i would slightly favour him over Holy. But since you picked 2024 Usyk, i chose Holyfield.
Holyfield wins at both weights in a clear but competitive fashion. He is all kinds of wrong for Usyk.
Holyfield a very hard one. Holyfield is unlike Usyk has ever fought, skillful, fast, tough and crafty. I feel Usyk struggles a little more against these type of tough aggressive old-school fighters who can deal with boxers and movers well than the likes of AJ and Fury. I think Holyfield would get the decision against Usyk but I can see the argument for a toss up.
I think best version of Holyfield at both weights aka Qawi 2 at Cruiserweight and Bowe 2 at Heavyweight could outpoint Usyk. A prime Holyfield is considerably better than anyone Usyk has faced.
Well, I am what one would call a severe Usyk critic but............ Holyfield vs South paws..... Two tries vs glass chinned Moorer, first loss due to malfunctioning Roid cycle not imaginary heart problems, win vs a brawling Moorer not the Boxing one from first fight....................Moorer was one shot stopped by a slow as Molasses Grandpa right after the Holyfiled win. Washed up Holyfield was clowned by feather fist Byrd, also a South paw. Holyfield is also 1-2 vs Bowe, 0-2 vs Lewis and 1-1- 1 vs Huggybear....................I know Tyson Tyson Tyson. The idea that Holyfield is some kind of Dragon slayer is absurd, he lost more then he won. I give him ther benefit of the doubt and make him the favorite at Cruiser but at Heavy PED's or not , he is going to loose.