’77 Oldsmobile Cutlass
Credit: Bull-Doser

"The oddest car I've got is a 1977 Oldsmobile Cutlass, which is a boat," says Earnhardt. "Back in '78, '79, and 1980, that was the car to have if you wanted to be competitive in the Daytona 500." To give a notion of how dominant the car was, in 1980, eight of the top ten starters at Daytona were Cutlasses. Today? Not so much. Earnhardt doesn't particularly love the way the car drives or looks, but he's a NASCAR geek and he digs "the connection to the sport."