Dale Earnhardt, Jr. is an American NASCAR driver who has a net worth of $300 million. His annual salary is $26 million, of which $22 million is earned through endorsements. Dale is the son of the late and great Dale Earnhardt, Sr who died in February 2001. Earnhardt, Jr. drives the famous #88 AMP Energy/National Guard Chevrolet Impala SS for Hendricks Sports. He drives car #5 in the Nationwide Series races for JR Motorsports. Earnhardt, Jr. drove in his first NASCAR race in 1988 and won his first race at the 2000 DirecTV 500. He won his first Nationwide Series race in 1998 at the Coca Cola 300. Earnhardt, Jr. has won 18 races in his career … finished in the top ten 142 times … and earned the Pole position 8 times. During the period from 2003-2009, he was voted NASCAR's Most Popular Driver. Racing has been a family business for three generations.