MacDonald Motorsports, but failed to qualify. Had he made the race, he would have been the oldest driver in Daytona 500 history. At the following race at Phoenix, Shepherd drove Joe Nemechek's No. 87 Toyota, extending his record as the oldest driver to compete in a Cup Series race. Shepherd also ran the 2014 Camping World RV Sales 301 for Circle Sport Racing. He was the subject of a Joey Logano complaint when the 24-year old Logano was involved in an accident with Shepherd. Logano argued, "I feel like there should be a driving test before you get out in a Cup car to make sure you know how to drive before you drive one ... If you're 10 laps down, what are you even doing?" NASCAR defended Shepherd, saying his speed was monitored and he ran at a reasonable pace. Logano was credited with a 40th-place finish while Shepherd, who was the last car running, albeit 27 laps behind the leaders, finished 39th. Shepherd had last finished a Cup race at the 2004 Pepsi 400. Xfinity Series Driving for Ed Whitaker and Lindy White Shepherd made his Busch Series debut at Hickory Motor Speedway in 1982, the series' inaugural season. That year, he drove twelve races for Ed Whitaker. At Hickory, Shepherd won his first race in only his second start in the series. Later that season, he won at Indianapolis Raceway Park. Shepherd scored a total of eight top-five finishes that season, also earning the pole position twice. Despite only starting twelve of the twenty-nine races in the schedule, Shepherd finished eleventh in the final points standings for that year. In 1983 Shepherd drove 18 races for Whitaker, winning at Bristol and Richmond International Raceway, but dropping to eighteenth in the final standings. Additionally, Shepherd started from the pole at Charlotte. For 1984 Shepherd moved to Lindy White Racing. Shepherd finished in the top-ten six times that season, winning a total of three races at Bristol, Indianapolis Raceway Park, and Martinsville. He stayed with Lindy White for 1985 but had a difficult season. Due to mechanical problems Shepherd only finished three of the eleven races he started that season. Shepherd had his best Busch series season in 1986, winning four races, all of them for Whitaker. He won at Martinsville, Bristol, Dover and Rockingham. Shepherd also made his first start for his own team at Martinsville, but retired