Roger Penske
Roger Penske was able to make a name for himself by racing, buying, and selling race cars. After several years on the track, he established himself as a great talent in the field. However, he made the decision to stop driving on the pro level so he can focus on his Chevrolet dealership. A year after his retirement, his racing team, then called Penske Racing, made its debut. Now called Team Penske, it is estimated to be worth $142 million! The Penske Corporation, his family business, is valued at $2 billion. Whoa.

Roger Penske
Gale Sayers
Although the NFL journey is relatively short, Gale Sayers is definitely a remarkable athlete. Also called the Kansas Comet, he played for the Chicago Bears for seven seasons and earned All-Pro honors during the first five years. His impact as a kick returner and running back made him the youngest selection for the Football Hall of Fame at the age of 34. His final two seasons, and pro football career in general, suffer. However, his next career move proved to be a good one. He dabbled in different tech industries over the years before he launched Sayers Group LLC as well as Sayers Enterprises.

Gale Sayers