Muhammad Ali pre 1967. What was his toughest fight?
Thumbs up to Maurice, If I had to pick one, it would have been Cooper. Ali was out on his feet after that left hook, and if that tear in his glove didn't magically appear to cause that long delay, I think Sir Henry would have finished him off. Great moment in history, stuff like that is how legends are born. The legend I am referring to is Angelo Dundee, not Ali, Dundee that night saved his fighters career, an Ali who gets KOed by Henry Cooper wouldn't have been the same fighter that he later became.