Carl Lewis, 55

A ten-time medal winner in track and field — nine of them gold — Carl Lewis retired from the sport two decades ago after appearing in four Olympic Games (L.A., Seoul, Barcelona, and Atlanta). Since then, the former sprinter (100 and 200 meters) and long jumper has been in and out of the spotlight. He's had cameos in such movies and TV shows as Perfect Strangers, Speed Zone, and Alien Hunter. In 2011, he attempted to run for a seat in the New Jersey state Senate but was removed from the ballot for failing to meet the state's residency requirements. He's worked as a motivational speaker and marketer, amassing an estimated net worth of $20 million, according to Celebrity Net Worth. Most recently, he has been coaching track and field athletes at the University of Houston in hopes of elevating the sport in America again. "The reason why I'm coaching here ultimately is because, when I was at London 2012, I was just appalled at how bad we were," Lewis recently told ESPN. He has also become a vocal critic of doping in sports.