Stewart is a three-time winner of Monster Energy NASCAR Cup Series. From 1999 to 2008, he was a number 20 racer at Joe Gibbs Racing car, under crew chief Greg Zipadelli. While he was driving for the car owner, Joe Gibbs, Stewart won two Cup Series championships.
In 2011, Stewart became the first owner-driver after Alan Kulwicki won the Cup Series championship. He is the only racer who won the Cup Series championship under the old points system, and the chase playoff format. He is also first car race driver who Cup Series championship by virtue of a tiebreaker.
Throughout his racing career, he has won racing titles in the sprint, Indy, midget, and USAC Silver Crown cars. He is the only car racer in history to win a championship in both NASCAR and IndyCar.
During the 2016 season, Stewart competed full-time in the NASCAR Sprint Cup Series for his team as driving the No. 14 Chevrolet SS under crew chief Mike Bugarewicz.
Stewart is an American by nationality and belongs to white ethnicity. He has a long list of girlfriend. He began dating his girlfriend Krista Dwyer and engaged with her in 1999. The couple was together for some years, but later they divorced.
After that, Stewart began dating Jaime Schaffer, a famous calendar model in 2002. The couple dated each other for three years. Together they appeared at the Whitehouse to meet President J.W. Bush in 2005.
After when Stewart separated from Jaime, he began dating Tara Roquemore and they were first seen together at NASCAR Martinsville Cup race on October 22, 2006. The couple remained together for two years and separated in 2008. Currently, Stewart has an affair with Renee White, Ex-wife of Derrick Cope and former girlfriend of Robby Gordon. However, the rumor has not confirmed yet.
The popular car-racer and NASCAR team owner earns a tremendous amount of money through his professional career. His total earning is $18.5 million, his salary is $12.5 million and he collects $6 million from endorsements. According to some source, his total net worth is around $70 million.
