Jeff Gordon is pretty much "Mr. NASCAR". Across 23 seasons driving in the NASCAR Sprint Cup Series, he's won everything there is to win, and broken records at every turn. He has more Cup wins in NASCAR's modern era than any other driver and has a NASCAR record of achieving at least one pole position in every season he drove in.
Gordon is still connected to the sport to this day, and even came out of retirement as recently as 2016 as an emergency substitute for Dale Earnhardt Jr. in the 2016 season. He lends his years of experience and expertise to Hendrick Motorsports - the team he drove for his entire career - as an executive, and he's also an announcer for FOX NASCAR. As much of $140m of his $200m fortune is believed to have come from prize money, and such is his knowledge of what makes a great race track that he was asked to design the Canadian Motor Speedway.