16. Shawn Michaels ($17M)

As one of the most prolific pro wrestlers ever, his nicknames include “Mr. WrestleMania” and the “Heartbreak Kid.” His career spanned three decades, during which he won the WWE World Championship, WWF Championship, and the WWE Heavyweight Championship.

Michaels is also one of only a few wrestlers to have been inducted into the WWE Hall of Fame twice. Since retiring in 2010, Michaels has trained other WWE wrestlers and has also published an autobiography.