Career Highlights: Ten-time SCCA Pro Racing Drivers’ Champion: 1988 SCCA Endurance Class B Champion. 1989 SCCA Endurance Class B Champion. 1990 Race Truck Champion. 1995 World Challenge Super Production Champion. 1997 World Challenge T1 Champion. 2002, 2005 and 2008 Touring Car Champion. 2010 World Challenge GTS Champion, 2012 World Challenge GTS Champion. In 2001, recognized as all-time winning North American professional road racer. Leader of nearly every statistical category in World Challenge racing. Also has ice racing and Rally Championships. In 2000, was the first North American to win the prestigious Worldwide BMW Sports Trophy. 

2012: Won the GTS Drivers’ Championship and helped Acura claim the GTS Manufacturers’ Championship.

Previously: Started autocrossing at the age of 17, winning the first event entered. Professional career started in 1985 in the Playboy Endurance Cup. Was the SCCA Escort Endurance Class B Champion, driving a Honda CRX Si in 1988. Won the same title in 1989 and led the B class with 11 career victories. In 1990, won the Racetruck Championship in a Mazda and finished second (Honda CRX Si) in the first year of the SCCA World Challenge Super Production class. In 1993, led Honda to the Class C Manufacturers’ Championship, scored three victories and finished second in the Drivers’ Championship in a Honda Prelude Si. In 1994, drove to second place in the WC Super Production class, missing the Drivers’ Championship again by three points. In 1995, won his first World Challenge Drivers’ Championship (Class C) in a Honda Prelude Si. Recorded one victory (Trois-Riveres) and eight top-five finishes in as many races. In 1996, finished fifth overall with two wins in a T1 Acura NSX. In 1997, captured his second World Challenge Drivers’ Championship with four victories in a T1 NSX. Also in 1997, finished second in CART Super Touring Championship in a Honda Accord for Honda of America Racing Team. Finished third overall in the T1 Drivers’ Championship (Acura NSX) in 1998 on the strength of two wins. Also in 1998, signed on to to Team PTG’s BMW endurance racing program, competing with various co-drivers in USRRC and IMSA GT catagories. Over the next three seasons, scored three wins, 17 top-three and 27 top-10 finishes. Did not compete in World Challenge in 1999. In 2000, ran the entire SpeedvisionGT season in a BMW M3, recording a World Challenge record-tying 19th-career win at Ste. Croix. Recorded five top-10 finishes, four top-fives, and a season-high three pole positions. Made one Speedvision Touring Car start, finishing third. In 2001, finished runner-up in the Speedvision GT Championship in an Acura NSX SC, topping the statistical charts with a season-high five wins, seven poles, seven top-fives and nine top-10s. Broke the World Challenge record for wins at Sebring with 20. In his only Touring Car appearance of the season, drove a RealTime Racing Acura Integra R to a 10th-place finish after starting 40th at Road Atlanta. In 2002, captured third SPEEDWorld Challenge Touring Car title with one win, six top fives, ten top-10s and two poles in an Acura Integra Type R. Scored runner-up finish in GT Championship, with one win, eight top fives and ten top-10 finishes an Acura NSX SC. Became second driver in history to win both class races in the same weekend (Road Atlanta). In 2003, headed the Nissan factory team effort driving a Nissan SE-R Spec V. In the program’s first season, Cunningham recorded a flag-to-flag win at Road America, two podium, five top-five and six top-10 finishes en route to finishing fourth in the Drivers’ Championship. In 2004, completed second and final year of Nissan Sentra SE-R program, earning one win, six top-five and six top-10 finishes in 10 SPEED Touring Car events, finishing fifth in the point standings. The victory at Road America made it five consecutive seasons with at least one win. Won the season-long Air Force Reserve Pole Award for a class-best three poles won. Also drove in two SPEED GT races in an Audi RS6, earning a top-five and a top-10 finish. Earned fourth World Challenge Drivers’ Championship in 2005, his first since winning the 2002 Touring Car title. In eleven starts, earned one win (Sebring) to go along with seven top-five and 11 top-10 finishes, all of which helped Acura claim the Touring Car Manufacturers’ Championship. Had four consecutive third-place finishes following season-opening win. Needs just one more win to earn 30 for his career and only seven starts to break the 150 start plateau. Finished fourth in the 2006 SPEED Touring Car Driver’s Championship. In ten starts, scored three podium and nine top-10 finishes, helping Acura to its record-sixth Manufacturers’ title. Broke a 25-race winless streak in 2007 at the series’ first visit to the Grand Prix of Toronto. Earned a second win in the final race at Mazda Raceway Laguna Seca. Had a total of four top-five finishes and eighth top-10s. Ended the season fifth in the Drivers’ Championship. Earned record-tying fifth World Challenge Championship in 2008, finishing all 10 rounds of SPEED Touring Car Championship in the top 10, including five top-three finishes and two pole positions. Driving a RealTime Acura TSX, helped lead American Honda to its record 11th Manufactuers’ Title. Also competed in the KONI Challenge. In 2009, finished third in the Touring Car Championship, finishing in the top-10 at all 10 races. Won at Mosport, and finished as the runner-up four times (New Jersey Motorsports Park, Autobahn, Mid-Ohio and Mazda Raceway Laguna Seca). In 2010, won the 2010 GTS Drivers’ Championship with eight wins. In 2011, finished 3rd overall in GTS Drivers’ Championship with 10 top 5 finishes and one win at Infineon.

Nickname is “P.D.” Born July 1, 1962 and is married to Rainey with one daughter, Audrey. Owns RealTime R&L, Inc., a racing team and logistics company in Wisconsin. Serves as one of three WC Vision Chairmen along with Nicholas Esayian and Charles Morgan.