Evander Holyfield
Every boxing fan respects Holyfield because he is one of the sport’s biggest legends. However, he arguably fought for too long and nobody wanted to watch him. His final professional boxing match came in 2011 when he was 48. But Holyfield couldn’t resist the allure of the ring and came back in an exhibition in 2021.

The 58-year-old fought former UFC champion Vitor Belfort in a grim display. Belfort demolished Holyfield and showed no respect for the heavyweight icon’s age. Many fans found it uncomfortable to watch and disturbing because of the potential health implications (via GiveMeSport).