Pruett has competed in NASCAR, Champ Car, IMSA, Trans Am and Grand-Am. Pruett began driving karts at age 8, winning 13 amateur and 10 pro kart championships before running IMSA GTU in 1984. In the 80's, he established himself as a top American sports car racer winning his first GTU race at Pocono in 1985 and IMSA GTO championship in 1986, taking nine poles and winning seven times. Pruett broke out in 1987 with SCCA Trans-Am championship with seven wins and nine poles along with a GTO Class win at the Daytona 24 Hours. He eventually won two IMSA GTO Championships and three Trans Am Championships. Pruett drove his first IndyCar race in 1988 and moved up full-time in 1989. He took co-rookie of the year honors at the Indy 500 in the same year with five top-five and 11 top-10 finishes, including a second at Detroit. Pruett sat out 1990 with injuries, but finished 10th in overall points in 1991. In 1995, Pruett led Firestone in its return to racing with a win in the inaugural PPG Cup event at Michigan, additionally he was second at Long Beach and third at Australia and Detroit. From 1988 to 1999, he made 145 starts with two wins, five poles, and fifteen podiums (top three finishes). Following his Champ Car career, Pruett raced a full season in the NASCAR cup series in 2000, with little success. He then moved back to sports car racing, winning his third Trans-Am championship in 2003. Since 2004, he has raced in the Grand American endurance series for Chip Ganassi. Pruett is still a regular starter at NASCAR road races. Pruett also worked for several years as a commentator for Champ Car races on Speed Channel.