In 1986, Parsons ran seventeen races, and had a best finish of fifth at Talladega. He had four more top-tens, but finished twenty-seventh in the final standings. The following season, he got his first full-time Cup ride, with the Jackson brothers, when he signed on to drive their No. 55 Oldsmobile, garnering seven top-10s and a fourteenth-place finish in the final points standings. In 1988, Parsons led 52 laps at the Winston 500 and achieved his only Cup win. He also had a career-best points finish of ninth that season. The next season, however, he only had two top-five finishes and lost his ride at the end of the season.
