SHAWN MICHAELS—$17 MILLION

“The Heartbreak Kid” Shawn Michaels is widely regarded as one of the best entertainment wrestlers in the history of the sport. His decades-long career saw him in dozens of storylines, headlining multiple pay-per-view events, and winning many championship belts.

Shawn Michaels was, to his credit, one of the most highly regarded veterans of the sport, and is indeed a two-time Hall of Famer. And we didn’t even know one could be inducted into the Hall of Fame twice—but that’s Shawn Michaels for you. Also, one of, if not the most, famous rivalry in the history of the sport was the one between him and Bret Hart.