Mike Tyson doesn’t have many regrets from his legendary boxing career. He went 50-6 as a professional,

held the heavyweight title for four years, and is considered today one of the greatest pound-for-pound fighters in boxing history.

But one aspect of his career that “Iron Mike” will always regret is failing to defeat Evander Holyfield. 

Holyfield shocked the boxing world in 1996 by beating Tyson with an 11th-round TKO. Then, a year later, Holyfield won by disqualification after Tyson infamously bit a piece of his ear off in the ring.

Tyson was recently offered $25 million for a rematch and a chance to exact some long-awaited revenge on his longtime rival, but he reportedly turned the offer down.

After Mike Tyson made his much-anticipated boxing comeback against Roy Jones Jr. two years ago, boxing fans from around the world started to call for a trilogy fight against Evander Holyfield.

Holyfield was immediately interested, but he claimed Tyson backed out of a deal. 

“My side tried to make the fight happen and we got nothing but excuses,” Holyfield said in a December press release.

Since Holyfield’s comments, the two sides have engaged in negotiations regarding a rematch, but no dice yet.

According to an ESPN report, Mike Tyson recently rejected a $25 million guarantee to fight Evander Holyfield in a rematch on May 29 at Hard Rock Stadium in Miami Gardens, Florida.