Is there an upset in heavyweight history that Tokyo Douglas doesn't pull off?

What an excellent thread idea.

I’d say he doesn’t upset Zaire Foreman.

He might do pretty well vs Miami Liston. Beats Baer for sure.

Might have a shot at 1936 Louis I guess.

Good chance to beat 1990 Tyson…err, scratch that one. That’s a crazy notion, he’d be lucky to last 90 secs vs Iron Mikey T, King of the Fantasy Realm, …

 

He beats any version of Louis and Baer.
It's harder against Klitschko, he'd need to be ultra agrressive and pressure him, and that's not really his style. But Wlad wasn't prime then, so it's quite possible for Douglas to win.

 

He beats every heavyweight champion pre-Liston. Liston and beyond he beats only a few, like Foreman, Spinks and maaaaaybe Holyfield. I can't see him beating Liston, Ali, Frazier, '88 Tyson, Lewis, etc. I think he could give Holmes a great fight, but will ultimately lose.

 

a lot of them, Tyson looked horrible. I think Joe Louis would have a good chance at stopping him. I don't think he beats many in my top 10 even on his best night. He looked good and was motivated and in great shape. That being said, apathetic, flat footed, no balance, no legs Tyson almost knocked him out and stood there getting beaten on round after round.

 

I don't think he would have beaten Louis that lost to Schmeling. Completely different styles and I just don't see Douglas staying on the floor for the full fight.