 At age 12, Gaulding was the youngest driver in a NASCAR Legends Division, and won a Legends car national championship, gaining sponsorship from firearm distributor GunBroker.com.Also at age 12, Gaulding defeated NASCAR Sprint Cup Series driver Kevin Harvick at Harvick's karting track, which prompted Harvick to sign Gaulding to Kevin Harvick Incorporated's driver development program.At 13, Gaulding became the youngest Super late model race winner, and was also the youngest driver to win the Pro All Stars Series (PASS) Rookie of the Year Award.