Possibly, considering that even prime Tyson tended to look sluggish against taller guys. Thompson being a tall southpaw could've made for a very interesting fight back then.
Thompson hasn't done enough in his career to demonstrate that he's capable of beating any of the good fighters from the past. I'd say he would even get beat by someone like Tommy Morrison...
When you say the past, it would have to include some fighters who might be cruiserweights now. Thompson is a big guy with a decent jab, so he'd be tough for many of the smaller top heavyweights of the past.
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