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Heavyweight greats reveal the toughest opponents they faced

By Ken Hissner - 04/20/2026 - Comments

The heavyweight division has always been built on dangerous nights and dangerous men. Even the champions who ruled their eras usually had one or two opponents who gave them the hardest work of their careers.

From Mike Tyson to Muhammad Ali, several legends were open about the fighters who tested them most.

Mike Tyson once pointed to Pinklon Thomas as one of the toughest men he faced.

“I hit him with 15 straight punches, and he was still standing there.”

Tyson stopped Thomas in 1987, but the durability shown that night clearly stayed with him.

George Foreman named Ron Lyle and Sonny Liston among the hardest men he dealt with. Foreman’s war with Lyle in 1976 remains one of the division’s most violent fights.

“Lyle had me down twice. Every punch hurt.”

Foreman also admitted he respected Joe Frazier and knew the danger he brought.

“I feared Joe Frazier and knew if I didn’t get him out of there, he would get me out of there.”

Larry Holmes listed several names when discussing difficult opponents, including Gerry Cooney, Ken Norton, Ali, and Earnie Shavers.

Holmes said Norton’s defense was difficult to solve, while Shavers’ power forced complete concentration.

“Shavers caught me in the seventh round, and when I got up I figured I would only jab him from that point on. I knew if I made one mistake, it was all over.”

He also said Cooney’s left hook meant you could never stand still in front of him.

Joe Frazier named Foreman as the man who gave him the biggest physical problems.

“I faced punchers before, but with Foreman I couldn’t fool him with the angles I used against other opponents. My pressure wasn’t working.”

Frazier also reflected on his rivalry with Ali.

“I beat him once. He beat me twice.”

Muhammad Ali said both Liston and Frazier created unique problems. Liston’s reach and jab were difficult to read, while Frazier’s head movement and left hook made every exchange risky.

These comments are a reminder that even the greatest heavyweights were measured by the rivals who pushed them closest to defeat.

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About the author

Ken Hissner

Ken Hissner is a senior boxing journalist at Boxing News 24 with more than 20 years of experience covering the sport. Known for his ringside reporting, detailed results, and historical perspective, he delivers authoritative coverage of boxing across eras.


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