Massey, known to many a fan as “Handsome Stan” got his first win at Senoia Raceway July 14, 1972, and his last win came on June 17, 2000, at Seven Flags Speedway. He ended his career with 188 confirmed wins and countless others that, like many a racer of his era, were never documented by him or his supporters. He won four Late Model championships at Dixie Speedway, and won some of the biggest events in dirt-track racing.
His biggest career victories came at Dixie against the best dirt racers in America. Running against the cream of the crop in the 1981 Dixie Nationals sanctioned by the National Dirt Racing Association, Massey prevailed to win a then-record $17,000. And to prove it was no fluke he came back the next year and won the 1983 NDRA Nationals at Dixie. He drove for many of the top car owners of his time including his father Ed Massey, Jack Diemer, J.R. Foster and Ronnie Dobbins, who has ties to two members of the 2016 Class as he has been a long-time car owner for Ricky Williams.