Rogers began racing at the age of eight in go-karts. By ten, he had won his first race at Two Flags Speedway, and soon claimed two karting championships in the World Karting Association. He transitioned to the Allison Legacy Series in 1997 before moving to Concord Motorsports Park in 1998 to compete in the NASCAR Winston Racing Series. In his debut season there, he finished second overall in the championship standings and earned Rookie of the Year honors.
Rogers made his first USAR appearance in 2000, winning once and recording eleven top-tens. He continued to split his time between regional short tracks and national developmental series throughout the early 2000s, honing a driving style built for smaller circuits.
Rogers made his NASCAR debut in the Busch Series in 2001, driving the No. 17 Chevrolet Monte Carlo for team owner Robbie Reiser. He shared the ride with Matt Kenseth and made nine starts, with his best finish — twelfth — coming at Memphis Motorsports Park.
After a four-year absence from NASCAR competition, Rogers returned in 2005, this time in the Craftsman Truck Series. He began the year driving the No. 44 Ford F-150 for Tom Baird, making one start at Lowe's Motor Speedway. He then joined Glynn Motorsports in the No. 65 Dodge Ram, where he produced a fourth-place finish at New Hampshire International Speedway as his season best. Rogers also ran three Busch Series races in 2005, including a fourteenth-place result in the season-ending Ford 300.
Rogers returned to the Camping World Truck Series in 2011, competing in the majority of the season for RBR Enterprises in the No. 92 Chevrolet. He delivered a surprise third-place finish in the season-opening NextEra Energy Resources 250 at Daytona — the best result of his NASCAR career — and briefly led the series points standings before finishing twentieth for the year.
His Sprint Cup Series aspirations were frustrated by qualifying failures. In 2014, he attempted to qualify for races at New Hampshire, Richmond, Loudon, and Phoenix, making only one of those fields — driving the No. 93 for BK Racing at the Sylvania 300.
Rogers found his greatest sustained success in the USAR Hooters Pro Cup Series, a competitive American short track touring series. He won the series championship in 2004 and again in 2006, then returned after a three-year break to claim back-to-back titles in 2009 and 2010. The 2006 championship season also included a victory in the Snowball Derby, one of the most prestigious short track events in the United States. His four Pro Cup titles cemented his standing as one of the elite competitors on the American short track circuit.
Rogers represents a familiar archetype in American motorsport: a driver who excelled in the lower and regional tiers of NASCAR competition while making periodic forays into the sport's higher national series. His USAR Pro Cup dominance placed him among the leading short track specialists of his era, while his truck series podium at Daytona in 2011 demonstrated his capability on the sport's biggest stages.