Sargeant was born in Boca Raton, Florida. He is the older brother of Logan Sargeant, who currently competes in IMSA after a stint in Formula One. At age nine, Sargeant began racing karts and bandoleros, with aspirations of a career in both stock car and open wheel racing. In 2012, at the age of 13, Sargeant and his brother moved to Switzerland to compete in European open wheel series.
Sargeant scored wins in the WSK Euro Series and the CIK-FIA European KF3 Championship while in Europe, and also tested a Formula Renault car. Upon returning to the United States in 2014, he competed in late models for Lee Pulliam Performance and Wauters Motorsports, earning multiple victories including one at Orange County Speedway. He also secured a victory in the IMSA Cooper Tires Prototype Lites series at Sebring International Raceway-international-raceway) in 2014.
In 2015, Sargeant signed with HScott Motorsports to drive the No. 51 Chevrolet SS in the NASCAR K&N Pro Series East, debuting at New Smyrna Speedway with a second-place finish. He also ran part-time in the K&N Pro Series West, where he scored a victory in the season's first race. In May 2015, Sargeant was named to the 2015 NASCAR Next class.
In December 2014, Sargeant finished second in the Snowball Derby, placing runner-up to John Hunter Nemechek. He competed in the ARCA Racing Series during the 2016 season, running 15 races for Venturini Motorsports, achieving one win, ten top-five finishes, and twelve top-ten finishes. This performance earned him the 2016 ARCA Rookie of the Year award.
Sargeant continued in the ARCA Racing Series in 2017, signing with Cunningham Motorsports to run the entire schedule alongside Shane Lee. He won at Salem Speedway, lapping the field in the process. Further victories came at Iowa Speedway and Lucas Oil Raceway at Indianapolis, defeating Michael Self at the latter. He finished outside the top ten only twice throughout the season, ultimately finishing second in the championship standings to Austin Theriault of Ken Schrader Racing.
In January 2015, Sargeant was declined his competition license by organizers of the 24 Hours of Daytona in the TUDOR United SportsCar Championship due to his age and inexperience with sports cars. The race requires drivers to be 17 years old, while Sargeant was 16 at the time, despite past exceptions.
Sargeant had sporadic appearances in the NASCAR Camping World Truck Series in 2015 and 2017. He signed with GMS Racing to drive the No. 25 Chevrolet Silverado full-time in the NASCAR Camping World Truck Series for the 2018 season, announced on January 12, 2018. He chose the No. 25 as a tribute to Tim Richmond. The opportunity arose after Maurice J. Gallagher Jr., owner of GMS, approached him mid-way through the 2017 season following his success in the ARCA Racing Series with Cunningham Motorsports. On August 22, 2018, GMS Racing announced Sargeant’s departure from the team, citing “unfortunate circumstances,” and replaced him with Spencer Gallagher, later Timothy Peters after Gallagher aggravated a shoulder injury.
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