who takes this one? Set in the modern era so 12 rounds and lenient clinching. Allow Dempsey all the modern training you think he needs and allow him any extra weight you think he needs. I pick Dempsey by ko.
I would pick Dempsey by something! The people who beat Valuev used relatively simple strategies, and they were not the best or brightest of the era. Despite his size, he was sometimes seen as the easy route to a belt. For example Haye went after him, because he saw him as an easier mark than either Klitsshko!
Dempsey by KO early, no matter how good Valuev's chin was. Dempsey would be as fast and hard hitting as Haye, but FAR more agressive and busy. Haye run 11 rounds and then hurt the giant. Dempsey would never run. And SNV is there to be hit, watch all his fights.
Dempsey would have to employ a movement strategy, even if it’s basic, you can’t go at someone who’s that much bigger, Monte Barrett tried it. He’d have to move around, set up fights over the jab, get low left hook to the body and come over the top, then get out of there. Dempsey pts.
If Chagaev, who is only a shade taller than Dempsey, could defeat Valuev, then Dempsey could do it too, now it depends who you will consider better, Dempsey or Chagaev, I would personally say Dempsey...