- Childhood racing hero was the legendary A.J. Foyt, four-time winner of the Indy 500.
- Won his first racing title at a local go-kart championship when he was 8, and went on to win national championships in 1983 and 1987.
- Purchased his boyhood home in 1997 and moved back into the house in 2004.
- Won the IRL IndyCar series championship in 1997 before moving over to NASCAR in 1999 for Joe Gibbs Racing; was subsequently named NASCAR's rookie of the year.
- On Memorial Day 1999, became the first driver to complete both the Indy 500 and NASCAR's Coca-Cola 600 race.
- Formed Tony Stewart Racing in 2000 to groom future drivers in USAC and World of Outlaws racing series.
- Appeared in 3 Doors Down's 2003 music video for "The Road I'm On."
- Bought the legendary Eldora Speedway, a half-mile dirt track in Ohio where he often raced, in 2004.
- Left Joe Gibbs Racing in 2008 to become an owner-driver with Stewart-Haas Racing.
- Is the first driver to win championships in stock cars, Indy cars and open-wheel Midget, Sprint and Silver Crown cars.