In 2000, Dale Earnhardt Jr. won his first NASCAR Cup Series race at Texas Motor Speedway. Could he also win his last one there on Sunday, Nov. 2, 2017? ... There's a reason he hasn't won this. Dale Sr. had said that for the first time in decades it didn't actually hurt to drive the car. It would be extremely tough when you look at who won the championship the years after his death: Jeff Gordon, Tony Stewart, Matt Kenseth, Kurt Busch, Tony Stewart again, and then Jimmie Johnson for a million years in a row.