Dale Earnhardt Jr. – $400 Million

Coming from a family of professional stock car racing drivers, it seems to be Dale Earnhardt Jr.’s fate to be a race car driver, not to mention a wealthy one. His success at Daytona International Speedway earned him the nickname “Pied Piper”. He has won the Daytona 500 award twice and won the “Most Popular Driver Award” 15 consecutive times from 2003 to 2017. With a career spanning almost two decades, he has brought home hefty cash prizes.

He has made the most money compared to his other kin, with $400 million of fortune in his bank account. However, he gets the most cash from car advertisers and endorsements. This kind of job needs insurance to make sure he will be appropriately covered in case anything happens. Anyhow, as he is now semi-retired, he may be putting his focus on doing other things.