18. Jeff Burton ($45 million)
Like Waltrip, the now retired Jeff Burton has family in the franchise. Plus, he too has boosted his coffers by offering his expertise on the small screen. Yes, the man nicknamed “The Mayor,” who scored 21 Spring Cup Series victories during his career, was appointed color analyst by NBC Sports after the network decided to cover NASCAR once more.
17. Kasey Kahne ($50 million)
Kasey Kahne, 2014 NASCAR Nextel Cup Series Rookie of the Year, has achieved 17 Spring Cup Series wins during his career. Founding his own eponymous World of Outlaws race team also helped Kahne amass a $50 million fortune, while his involvement with the President’s Council on Service and Civic Participation show he’s also happy to give something back.
16. Cale Yarborough ($50 million)
One of the most decorated NASCAR drivers, Cale Yarborough achieved 83 victories in the NASCAR Spring Cup Series to place sixth on the all-time list. Plus, he won the Daytona 500 four times and picked up three consecutive National Motorsports Press Association Driver of the Year Awards. And as well as having $50 million in the bank, the 77-year-old is also one of only two NASCAR drivers to win the championship three years in a row.