Dale Earnhardt, Jr.

Aside from being an American driver at the National Association for Stock Car Auto Racing, Dale Earnhardt Jr. is also an author, media personality, and analyst for the coverage of NBC. Racing runs in the blood, as his senior was also a legend in the field, winning a record of seven wins, the most in the history of the NASCAR Cup Series.In 2017, Earnhardt Jr. announced his retirement with total earnings of $410 million but eventually returned to race for another season in 2019.

As of 2020, he had a whopping net worth of $300 million, which he accumulated from racing and endorsement deals with numerous brands, including Kraft, EA Sports, and Wrangler. It looks like he wouldn’t be applying for bankruptcy during this lifetime. Apart from maneuvering the steering wheel, he entered media production and founded Hammerhead Entertainment. He also has a car dealership, eyeglass frames line, and made investments in putting up a chain of restaurants.