Simon's driving career includes 183 starts (115 USAC and 78 CART) over 19 seasons spanning from 1970 to 1988. Among those starts is 17 Indy 500 appearances.
Dick Simon fielded his own race team beginning in 1983 and shortly thereafter began fielding cars for pay drivers, Dick Simon Racing being one of the most competitive teams offering race seats to such drivers almost always fielded current-year March and Lola chassis and had a competitive engine package. In 1989 the team fielded two fully funded drivers in Scott Brayton and Arie Luyendyk as the team moved towards the front of the pack. Simon fielded a car in the 1992 Indianapolis 500 for Lyn St. James who became the second woman to drive in the race. Raul Boesel finished 5th in points with 3 runner-up finishes in 1993, the team's best season result. The team had a difficult 1995 and Simon sold the team to Andy Evans who turned it into Team Scandia. Simon returned to ownership in theIndy Racing League IndyCar Series in 1999 but saw little success. The team was shut down after the team's driver Stéphan Grégoire failed to qualify for the 2001 Indianapolis 500.
Motorsports career results
American open wheel
Indianapolis 500 results
- Simon ran over 4,000 miles (6,400 km) at Indianapolis without ever leading a lap. This is 6th on the all-time list.
(Bold - Pole position awarded by qualifying time. Italics - Pole position earned by points standings or practice time. * – Most laps led.)