Just like The Intimidator did in 1998, Kyle Busch is entering his 20th start without a Daytona 500 championship. Could history repeat itself Sunday?

Kyle Busch is not alone in the category of Great Drivers Who Haven’t Won the Daytona 500. Included in that club are Terry Labonte, Tony Stewart & Kyle Larson.

Is this the year for your Daytona 500 win? “You’d certainly like to hope so. Twenty years of trying. There was another storied racer of the past that won on his 20th try and that was a pretty big deal.

Coming off his most difficult racing season to date, Kyle Busch enters the 2025 NASCAR season striving for redemption in the forms of both return to Victory Lane and the Playoffs that would enable him to contend for a third Cup Series championship.

Kyle Busch is among the favorites for the 2025 Dayton 500, but said luck will play a stronger role than skill if he wins the Great American Race after "20 years of trying."

As Kyle Busch heads into his 20th Daytona 500 with hopes of claiming his first victory in the race, he’s looking to the legend Dale Earnhardt for inspiration. Busch, of Las Vegas, Nevada, drives the No.

DAYTONA BEACH, Fla. - It took 20 attempts for Dale Earnhardt Sr. to win the Daytona 500. When he took the checkered flag in 1998, the seven-time NASCAR Cup Series champion ended a winless streak that had reached 59 races.