Big George would have put Tyson down. Tyson was tailor made for George -came straight ahead, aggressive and would trade with George -had excellent movement for sure with his peekaboo style but he would have walked into a man who was every bit as mean, powerful,determined and who would not have been afraid of Iron Mike . I can't see Mike getting past George -too much firepower by George, and George had a pretty good chin.
I think Liston would have put Tyson down also -his jab would neutralize Mike and his hook was among the best in boxing history .
I think Dempsey would be a 50 / 50 shot with Tyson -IF he had modern training methods and bulked him up etc...
In my opinion Mike would beat Ali because he would catch him early - styles make fights and Mike is all wrong for Ali -too aggressive , hard to hit, Tyson is a blown up version of Joe Frazier and we all know what Smokin Joe did to Ali, I have always wondered why there was no rematch with Foreman and Ali -I know all the arguments, but I still think Ali wanted no part of George. Ali beat George mentally, got in his head etc...If Ali could survive the first 4-5 rounds he could probably have danced his way to a decision -IF he got the fight to the later rounds.
Marciano -put him on modern training methods, bulk him up and I think he like Dempsey has a 50 / 50 shot
Prime Holmes - possibly, his jab was deadly and he could control the pace and tempo of a fight- again 50 / 50
