Some drivers didn’t need a long career to establish dominance, and Benson Jr. is one of them. Benson Jr. is one of only three drivers who have managed to win a championship in two different racing categories, the Busch Series and the Craftsman Truck Series. He cut his career short in 2010 and faded into a quiet retirement ven though he still appears on NASCAR TV from time to time.
Benson works for the National Motorsports Appeals Panel, which deals with driver complaints. He is also still actively driving at the ISMA tour, operating a super-modified car that’s owned by Brad Lichty. There aren’t a lot of drivers who had the short but meaningful success Benson Jr. had.
Elliott had a storied run in NASCAR over the last 30 years, doing everything from winning the Budweiser 500 to competing in various cups. His driving style was unique and netted him the moniker “Million Dollar Bill”, which is a name Elliott carries to this day. Other than the fact that Elliott is a storied racecar driver, he’s also a skilled planner. His expertise has been used by various racing teams and Elliott is still a commentator for NASCAR to this day.
Another interesting fact about Bill Elliott is the fact that he was one of the first mainstream NASCAR drivers to be the face of a video game. Bill Elliott’s NASCAR Challenge for MS-DOS being the first officially licensed game by NASCAR, influencing the popularity of these games fans have to this day.
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.
Jarrett was one of the originals in NASCAR racing, and when many think of the sport, his name comes up first. Winning numerous championships throughout the 1980s and 1990s, his career was long and varied. Upon entering retirement, Jarrett took on the role of being a NASCAR commentator for a few different networks, something he still does today.
Jarrett is also an avid golfer and has won quite a few tournaments in his time, boasting a two handicap. Today Jarrett has also dabbled in other types of competitions, he is a championship shooter and was inducted into the NASCAR Hall of Fame Class of 2014. He had quite the career for someone who started with humble roots and made a great name for himself.
The super-popular Wallace started his NASCAR career back in 1980 and has been a mainstay in the sport ever since. Wallace had a close rivalry with Dale Earnhardt Sr. which lasted until Earnhardt’s death, although both drivers had mutual respect for each other. Wallace has managed racing teams as well as kept his name in the sport by commentating and mentoring.
The driver operated Rusty Wallace Racing until 2012m when he moved onto full-time commentating. There aren’t a lot of celebrities that have been able to cultivate the career that Wallace has done for himself. With the determination and fortitude to win you can bet that Wallace will be a part of NASCAR for the foreseeable future.
Labonte is another star driver whose NASCAR career stretches way back. Initially racing for his father, Labonte won the coveted NASCAR Winston Cup Rookie of the Year. Labonte won this award alongside other greats from his generation such as Dale Earnhardt and Harry Gant. His racing style was calm and collected, which lead him to become a NASCAR advisor in his later years.
Nowadays Labonte shares his expertise with various racing teams, most notably Petty Racing. The famed driver was also inducted into the NASCAR Hall of Fame Class of 2015, a prestigious honor that was bestowed on him at a young age (still in his sixties). NASCAR racing has changed a lot over the years and Terry Labonte will remain a part of it.
Stewart was among one of the major celebrity drivers that propelled NASCAR to unfathomable heights. At the height of his popularity, Stewart was featured in a Three Doors Down music video and on the cover of numerous NASCAR video games. His reputation for risk-taking and speed helped to secure the driver a fair amount of championships over his career. Stewart is also heavily involved in dirt track racing and still participates to this day.
After he quietly retired from racing, Stewart carved out a reputation of knowledge and dependability. His NASCAR career is unparalleled and the dream of many is to achieve the same level of popularity. Stewart will undoubtedly go down as one of the most popular drivers.
Entering NASCAR at the ripe old age of 18 is a dream for many aspiring fans, but Rudd pulled it off. Entering the racing world in 1975, Rudd managed to carve quite the reputation for himself early on as a steady hand at the wheel. Rudd was part of an elite group of drivers who took NASCAR to new heights of popularity, including Richard Petty and Dale Earnhardt. Rudd has a whopping 374 top 10s under his belt, a feat many drivers can only aspire to.
He was inducted into the Virginia Sports Hall of Fame in 2007 and still races Go-Karts in the Charlotte area at the GoPro Motorplex. Ricky Rudd has also been a television personality hosting SPEED Center and a series of other sportscast. Rudd eventually worked his way up to being a part-time analyst for NASCAR events.