Really good question. I always thought Holyfield could beat Bowe if he just boxed him and not get caught up on trying to prove he's a knockout artist which was Evander's problem. But I do think Evander's movement, combinations and overall heart would make him more difficult.
Definitely Holyfield. I see Bowe more as somebody who had the right style to beat Holyfield, but was not very versatile.
They were both at their best in their first fight imo. Look what happened. But overall Holy is a much greater champion and fighter, no doubt.