Dale Earnhardt Jr. sits down with longtime NASCAR competitor Bobby Hillin Jr. to chat about his journey to becoming one of the youngest winners in Cup history. After growing up in the oil industry of Texas through his family, Bobby was exposed to auto racing when his father purchased a sprint car and began competing with legendary drivers Jan Opperman and Bubby Jones behind the wheel. Bobby would find his way into racing through the mini stock division at his local Odessa Speedway. He would attend Buck Baker’s Driving School at Rockingham Speedway, and it was there he’d meet the legendary Harry Hyde.

Bobby explains that it was Hyde who convinced his family that he was destined for NASCAR Cup competition, and he would make his debut as a junior in high school. Not long after, he’d make the move to Charlotte by himself in the middle of his senior year, and upon graduating he pursued stock cars full-time. Bobby would make NASCAR history when he won the 1986 Talladega 500, becoming the youngest winner in NASCAR at the time. Unfortunately, due to hardships at the Stavola Brothers team, Bobby would never be able to return to victory lane and spent the rest of his career searching for a consistent, competitive ride.