Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. The 1999 Daytona 500 was held February 14, 1999 at Daytona International Speedway. Jeff Gordon won the pole. In winning the race as well, he became the first Daytona 500 pole sitter to win the race since Bill Elliott in 1987. This race is known for Gordon's daring three-wide pass on Rusty Wallace and Mike Skinner. Gordon passed Wallace after ducking to the apron, nearly plowing into the damaged car of Ricky Rudd. Skinner jumped to the outside and they raced three-wide for three laps until Dale Earnhardt gave Gordon the needed push. The race was also known for a determined Dale Earnhardt repeatedly trying to pass Jeff Gordon for the lead on the final lap, but Gordon beat Earnhardt to the finish. The race had a 13-car pileup on lap 135, causing eventual series champion Dale Jarrett to flip twice. He was uninjured. This was also the first Winston No Bull 5 race of the season.

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