RICHARD SIMMONS – 72 – $20 MILLION

Despite being away from the spotlight in recent years, Richard Simmons will not be easily forgotten by the public. A man who can be as flamboyant, energetic, and eccentric as him seems to be not born yet, and so he will remain to be the most glamorous fitness instructor there is. His works in promoting weight-loss and fitness programs remain unmatched, thanks to his Sweatin’ to the Oldies aerobics videos line.

Richard started this business by putting in investment to open his first-ever gym in Beverly Hills for the overweight. The 72-year-old personality then became popularly known in this field, gracing different TV and radio shows. He furthered his fitness and health campaign until it turned into a bill. Richard made a lot of progress in his career until he decided to go on a hiatus in 2014. Though it draws a lot of concerns about his health, he revealed he only wanted to be less visible in public and even started his own YouTube channel.