11) Lee Petty
Lee was the legendary patriarch of the Petty racing family and was arguably NASCAR’s original superstar. Having won 54 races at the Cup Series level from 1949-1964, he took the championship on three occasions in the 50s. Petty averaged a finish place of 7.602 from 427 career Cup Series races- the best ever, according to Racing Reference.
10) Tony Stewart
Arguably one of the most versatile drivers in motorsports history, Stewart was a natural born winner. He rose in popularity in NASCAR in the 2000s by winning 49 career Cup Series races between 1999-2016. Having won the season crown three times, he sits at third in career earnings from NASCAR races.