I think Charles would outbox Holyfield to take a decision. Esentialy if you could not knock Charles out you were unlikley to win on the cards. This is perhaps one fight I would try to steer him clear of if I managed him in the 50s.
Charles was the better boxer, I would pick him to outbox Holyfield, I don“t think Evander had enough power to KO Ezzard... Charles UD 12 Holyfield (7-5)
This would a tough style match up for Holyfield who wouldn't be as skilled a boxer or defensively as Charles, although he isn't as far off as some would like to paint him. Holyfield would have advantages with his pressure, combination throwing combined with the large size advantage. Holyfield had a size advantage of 20-30lb of muscle, 2 inches in height and 5 inches in reach. Charles would level peg Holyfield early until Holyfield breaks him down and weakens Charles down the stretch. Holyfield UD 8-4 or 9-6 or maybe a late stoppage
I actually went for Charles by a razor thin decision, but wouldn't rule out Holyfield winning by a late stoppage. Very intriguing matchup despite the similarities in style. :good
At heavyweight?? While Charles was a great LIGHT heavyweight, his record at HW is far more mixed, and he didn't take the greatest punch at that weight, either. Still, as others have said, he does have the advantage of superior boxing skills. This would be a competitive matchup until Holyfield catches Charles in the late rounds and knocks him out.
Holyfield would win. At his best he's not far from just a stronger, taller, bigger version of Ezzard Charles anyway. Charles had exquisite boxing skills but he wasn't the ultra-cautious hit-and-run type that might be Holy's worst nightmare, he liked to mix it up a lot, and Holy would prove superior in a clash of similarly-inclined fighters. Holyfield would simply overwhelm Charles, ultimately.
This is pretty close, I think Charles is a little slicker then Holyfield, but Holyfield is the bigger puncher and has the better chin imo. I would say that Holyfield wins by a late tko, if we go to the cards its a close fight, but I think Holyfield stops him..
Holyfield is the bigger and stronger man at heavyweight so I think his combinations and speed might pay off to a reallly close decision
Ok I'm trying so hard to not be biased because I'm a big Charles fan. I'm picking Charles to win by decision in a tough fight. Maybe even by a tko @ light heavyweight they didn't call him the Cincinnati Cobra for nothing. Or maybe Holy stops him he had a great chin and loved, loved to trade shots and while Holy wasn't a 1-shot ko artist it didn't matter the guy could throw for days. I love fantasy fights so many possible and hard to imagine outcomes happening it's endless.