Ric Flair | Retired Pro-Wrestler and Wrestling Manager | $500,000

With a career that spanned four decades, Ric Flair is a worthy member of the WWE Legends League. He is considered by many as the best professional wrestler of all time and was also inducted into the Hall of Fame back in 2008. He debuted in the ring back in 1972, quickly gaining the attention of WWE fans. He is a 16-time world champion and gets credit for being first to complete the WCW Triple Crown.

As part of his legacy in the boxing ring, he is often distinguished as the game’s dirtiest player. He is also remembered for his signature “Woo!” yell, which quickly becomes a tribute for him or the crowd’s way of cueing for his signature move, the knife-edge chop, or his figure-four leglock finisher. Today, he is mostly retired but maintains a steady source of income as a wrestling manager. Even some of his kids have followed in his footsteps and joined WWE, too!