If instead of Holyfield you put Usyk fighting 30-year-old Mike Tyson in 1996, who would win?

I think Tyson would win.
He was past his prime but still elite level. He retained most of his handspeed and maybe even had a little more power than before. The pressure he brought during the first half of the fight was still great and I don't think Usyk would react well against explosive pressure fighter.

 

But by 30 it was already mostly gone.

Of all the greats, I like prime Mike least for Usyk. But Tyson stopped being Tyson even at the point of the first Bruno fight, when he first started eschewing defense, then combos.

 

Yes , but needless to say usyk avoids kabayel as well ( or even more..)

thats what i said : its funny we are talking how he would cope with one of the most dangerous legends of boxing while in real he ducks parker and kabayel to fight jake paul.

 

Of course . That much better that we will never know since usyk avoids him while kabayel is immediately ready and willing to fight usyk .

Nevertheless , lets skip any facts and reality , all together :

Usyk never ducks , he fights anyone everwhere , he is as as the only one brave enough to face jake paul , he is goat .

 

Its not about ranking but about who is honorable and good for the sport . Agit wants to fight , usyk is just full of empty words and ducks agit .

 

I said maybe. The fact that he still knocked out people while using less combinations is a testament of his power.
You mentionned Bruno lack of resistance, but regardless of that, Tyson almost lifted him off his feet during his final combination (something he didn't do the first time while Bruno was smaller).
Concerning one-punch KO, he did it to durable Botha and Etienne later.
And just my personnal opinion, but I think you gain little more power as you age.

 

Mike Tyson imo. We haven't really seen Usyk against a comparable heavyweight that applies high pressure and good movement.