5: Dale Jarrett
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.