Darrell Waltrip – 84 Wins
Darrell Waltrip strutted his way into the NASCAR Hall of Fame in 2012 after winning 84 times and taking home three Cup championships. He’s ranked fourth all-time on the wins list.
Waltrip has also been able to find success off of the racetrack. He worked as an accomplished team owner, and after he retired, he became a broadcaster. He started his second career in broadcasting in 2001 and quickly became an Institution on Fox Sports.