Simpson began racing with a successful career in
karting, including two Kart Racers of America Junior Yamaha championships in 2007 at New Castle Motorsports Park. While at Purdue University, Simpson won the
Purdue Grand Prix and became the only driver to do so for four years in a row. Simpson won between 2013 and 2016. Simpson continued his success in karting with a win in 2014, and two runner-up finishes (2008 and 2012), in the RoboPong 200 endurance race at New Castle Motorsports Park in New Castle, Indiana, one of karting's most high-profile events. Simpson also competed in the
USAC Midget National Championship from 2010 to 2012, competing in 25 races with multiple heat race wins but never a feature win. In 2009 Simpson finished 2nd in the USAC Ford Focus Midget Championship with multiple feature wins and was named USAC Rookie of the Year in the highly competitive Midwest Division. He also attended
Skip Barber Racing School, tested a
Formula BMW car, and has on occasion competed in 410 non-wing sprint car racing at Indiana's well known dirt tracks. In 2013, Simpson began racing in
SCCA Formula Atlantic and captured a race victory in his first National Atlantics race at
Sebring International Raceway in January. Simpson followed the Sebring victory with a win at the first Formula Atlantic event ever held at Circuit of the America's (COTA) in March 2013, and then wins at St. Louis's Gateway International Raceway in June and Watkins Glen in July. Simpson completed his first
Firestone Indy Lights test at the
Indianapolis Motor Speedway on May 2 and announced his participation in the
Freedom 100 on May 21. He qualified eleventh and finished seventh in the race with
Team Moore Racing. In 2014, Simpson competed full-time in the
Atlantic Championship finishing second in the championship with two wins and track records at Watkins Glen and VIR, and also made an appearance in Indy Lights at the
Mid-Ohio Sports Car Course double header for Team Moore. In 2017, Simpson participated in the Kart Racers of America series winning championships in both Tag Senior and 125cc Shifter. He was undefeated in both classes throughout the year. In 2020, he followed up with another Kart Racers of America championship in Tag Senior. After taking time off to focus on college and his karting business, Simpson had an opportunity to race Formula Atlantic again in 2023. In February, Simpson entered the SCCA Super Tour race at Circuit of the Americas. Simpson raced a Swift 016 prepared by K-Hill Motorsports. He finished with victories both Saturday and Sunday against a field of nineteen Formula Atlantic cars. Simpson continued in March with back to back wins in the Formula Racing Promotions Pro Series in the Formula Atlantic 016 class at Road Atlanta, again running for K-Hill Motorsports. In April, he continued winning with two victories at Mid-Ohio in the Formula Atlantic Pro Series. In June the Pro Series traveled to Pittsburgh International Race Complex where he won on Saturday and placed second on Sunday. In late June, Simpson won the 75th annual SCCA
June Sprints at Road America in the Formula Atlantic class. The FRP Atlantic Pro Series was part of the 2023 Road America Speedtour July 7-9th. Simpson clinched the 2023 Pro Series championship with a pole position and win on Saturday. ==Personal life==