You made some good points up until this comment:
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I'm certain that at some point he'd land and turn the tides in the event that he was behind on cards.
Tyson KO8
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Tyson was not typically big at coming back once behind the eight ball. He also had the tendency to lose interest late in a fight. Although I think Tyson would have a good chance of taking Holmes, he'd have to be on his toes the whole night, and not put himself in a position where he'd have to come back from a deficit.