6: Ricky Craven
Craven managed to carve out a niche for yourself in the highly competitive world of NASCAR. It is certainly not easy, but somehow Craven did it. Throughout the ’90s, Craven managed to score highly and drive with the precision you’d expect out of a more seasoned driver. Craven famously had a crash with Kurt Busch at the 2003 Carolina Dodge Dealers 400.
After his retirement, he was a NASCAR analyst for ESPN where he worked for 12 years, eventually moving onto FOX Sports. Craven retired from commentary in 2020 to open a new venture, Ricky Craven Motorsports. He followed the path of most retired NASCAR drivers who go onto open a car or motorcycle dealership of some type.