Courtwright's debut came in the 1950 season, when he competed at Canfield. Courtwright proved to be a quick study, emerging from the field of twenty-nine with an 8th place finish, completing all but eleven laps.
Courtwright's best season by far waited until 1952, when he finished 55th in points. It was a great year for the driver, as a mid-pack 17th place run at North Wilkesboro was just the worst he would run all year long. His successes included a career-best 5th place run at tough Martinsville Speedway and a pair of 11ths at Columbia and Morristown.
Courtwright also ran well in his final career race, going to Langhorne Speedway in 1954. Starting positions in the field of twenty-five are unknown, but Courtwright again kept his car clean and was rewarded with a solid 11th place finish.