TONY HAWK – $140 Million  –  Birdhouse

Tony Hawk is perhaps the hero to so many teenage boys who are into skateboarding. He was very prominent during the early 2000s, so much so that a video game was even named after him. He is the most decorated and highest-paid professional skateboarder in the history of the sport. He also earned millions of dollars from endorsements, tournament prizes, and various appearances on TV. He is legendary for the skateboard moves that he pioneered such as frontside 540-rodeo flip.

Outside the skateboarding ramps, he is also an entrepreneur who got even richer after investing in the skateboard company Birdhouse, which produces boards and accessories. He also owns a clothing line called Hawk Clothing. He even surprised his legion of fans when he ventured into the movie business through his investments in the production company 900 films.