The 1990 season started for Earnhardt with victories in the Busch Clash and his heat of the Gatorade Twin 125’s. Near the end of the Daytona 500, he had a dominant forty-second lead when the final caution flag came out with a handful of laps to go. When the green flag waved, Earnhardt was leading Derrike Cope. On the final lap, Earnhardt ran over a piece of metal, which was later revealed as a bell housing, in turn 4, cutting down a tire. Cope, in an upset, won the race while Earnhardt finished fifth after leading 155 of the 200 laps. The No. 3 Goodwrench-sponsored Chevy team took the flat tire that cost them the win and hung it on the shop wall as a reminder of how close they had come to winning the Daytona 500.
Earnhardt won nine races that season and won his fourth Winston Cup title, beating Mark Martin by 26 points. He also became the first multiple winner of the annual all-star race, The Winston. The 1991 season saw Earnhardt win his fifth Winston Cup championship. This season, he scored four wins and won the championship by 195 points over Ricky Rudd. One of his wins came at North Wilkesboro, in a race where Harry Gant had a chance to set a single-season record by winning his fifth consecutive race, breaking a record held by Earnhardt. Late in the race, Gant lost his brakes, which gave Earnhardt the chance he needed to make the pass for the win and maintain his record.
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