After watching his father and grandfather race karts, Andrew began his career in 1996 at age eight when he first climbed on board his own racing kart. The next season, at age nine, Andrew won his first championship when he battled his way to the Rookie class points title at the Pineora Kartway in Georgia.

The 1998 season saw Andrew once again dominate the points chase at Pineora Kartway until an accident at Screven Motor Speedway resulted in a broken arm and an untimely end to his season. Andrew would eventually wind up second in points - despite missing several races.

Andrew began his Legends career in 2001 in what was then the Young Lions Division. On March 17, 2001, in the first race of his first full season of Legends racing, Andrew earned his first trip to victory lane at the Hardeeville Motor Speedway. To make the accomplishment even more spectacular, he captured the win driving with his arm in a cast - the result of a motorcycle mishap during the off season. He spent the rest of that year learning the intricacies of Legends racing. He proved to be a quick learner.

In 2002, Andrew won 5 consecutive races at the Hardeeville Motor Speedway on two different streaks during the season and would win eleven races on the year. Despite winning the most races, Andrew would have to wait for his first Legends championship due to missing a few races because of mechanical failures.

He didn’t have to wait too long, however. Andrew would capture the Legends Pro Division Championship at the Hardeeville Motor Speedway in the 2003, 2004, and 2005 seasons - a record that was never duplicated at the South Carolina track.

During the same time he was improving his driving, Andrew was also learning the skills needed to wrench his own race car from crew chief (and Grandpa) Dock Baker. This knowledge proved essential to Andrew's ability to adapt to the changes at the track.

Andrew spent the 2007 season traveling the Southeast learning different tracks and honing his already considerable driving skills. For most of the season, Andrew was a fixture in the top 15 of the INEX National points. During this season, Andrew once again set the bar high by winning six consecutive races at the Watermelon Capital Speedway. The year was capped off by a fourth place finish at the RaceCeiver Legends Asphalt Nationals in Las Vegas. In addition to his Legends racing, Andrew competed in his first ever road course events in the Andrew Smith Racing Monte Carlo at the Roebling Road Raceway in Georgia. As he has always proven to be, Andrew was up for the challenge in the full sized, high-powered machine and won both of the races he entered.