26. Bob Sapp
After his NFL career with the Minnesota Vikings fell apart, Sapp entered the world of combat sports. This hulking 329-pound monster became a cult figure on the Japanese scene. However, Sapp was not a brilliant MMA fighter and went seven years and 14 fights between wins from 2011 to 2017. Meanwhile, he suffered a total of 27 knockout losses from his combined MMA and kickboxing records.
Sapp continued to fight at the age of 47 despite enduring ridiculous damage and a lack of prospects. However, after a long career, he didn’t have anything else he wanted to do. It’s a strange story because nobody really wants to see him compete anymore. But Sapp refuses to hang up his gloves and continues to put his body on the line. This definitely isn’t good for his long-term health.