<P> Shepherd switched to Tom Winkle's team for the 1988 season . Shepherd had a good start to the season, with a pole at Richmond and a top - ten at Rockingham . However, after that race Shepherd started racing for his own team, driving a Buick . After failing to finish a race with his own team he moved to Mach 1 Racing, replacing the injured Harry Gant . Shepherd led 110 laps at Dover, eventually finished second to Bill Elliott . After Gant returned Shepherd again replaced an injured driver, this time Neil Bonnett at RahMoc Enterprises . In his first race for this team, at Pocono, Shepherd took his second pole of the year . After posting two top - tens in the No. 88 Oldsmobile for Buddy Baker, Shepherd finished out the year in his own No. 57, before his team was purchased by RahMoc for the season finale . </P> <P> He returned to RahMoc for the 1989 season . Shepherd scored thirteen top - ten finishes during the season . He led the most laps at the Talladega DieHard 500 but eventually finished the race in sixth place . Shepherd took his final career pole at Watkins Glen . He led the early parts of that race but lost his chance of winning the race after contact with Geoff Bodine . Shepherd's best finish of the season were two second places at the Pepsi 400 and at the Champion Spark Plug 400 . It was only the second time in his career Shepherd competed in every scheduled event . He finished thirteenth in the final points standings . </P> <P> Shepherd moved to Bud Moore Engineering for the 1990 season, driving the No. 15 Ford . He had a great start to the season finishing in the top ten in all first eleven races . Shepherd took the championship lead for the first (and only) time in his career after the Budweiser 500 . He had a difficult mid season, losing the points lead and dropping to tenth in the standings after the Tyson Holly Farms 400 . Shepherd ended his season on a high after winning his third career race at the season finale at Atlanta . He finished fifth in the final points standings, which would turn out to be a career high . </P> <P> He stayed with Bud Moore for the 1991 season, but had a more up and down season than the year before . Although Shepherd scored fourteen top - ten finishes he could not compete for regular top - five finishes during the season . His best finish of the season were two three place finishes late in the season . He had his best run of the season at North Wilkesboro, where Shepherd led a total of 41 laps and just missed out on the win . Shepherd dropped to twelfth in the final points standings . After the season Shepherd left Bud Moore Engineering and moved to the Wood Brothers for the 1992 season . </P>

When was the last time the 43 car won a race