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As a team owner, he has won Monster Energy Cup titles in 2011 with himself and in 2014 with Kevin Harvick as drivers.

Throughout his racing career, Stewart has won racing titles in Indy, midget, sprint, and USAC Silver Crown cars.

His season was a disappointment as he finished last in the Indy 500 because of an engine failure.

On the Busch side, he finished in the top-five five times in 22 starts.

He is the only driver in history to win a championship in both Indy Car and NASCAR.

He last competed full-time in the NASCAR Sprint Cup Series (now known as the Monster Energy NASCAR Cup Series) during the 2016 season, driving the No.

In 2011, Stewart became the first owner-driver since Alan Kulwicki to win the Cup Series championship, which ended Jimmie Johnson's streak of consecutive championships at five.

Stewart is the only driver to win the Cup Series championship under the old points system and the chase playoff format, and is the only driver to win the title under three different sponsorships (Winston in 2002, Nextel in 2005, and Sprint in 2011).

Despite an average end to his season, finishing 7th, 14th, and 11th, and five DNFs, Stewart did just enough to beat Hamilton for the IRL title.Gibbs had enough confidence in Stewart that he was moved up to a Sprint Cup ride for the 1999 season.With that move, Stewart ended his three-year career as a full-time IRL driver.In 1996, Stewart made his NASCAR Busch Series debut, driving for car owner Harry Rainer. He had more success in a one-time ride in the Craftsman Truck Series with Mueller Brothers racing, where he finished 10th.Stewart was poised to improve his Indy Racing League (IRL) standing in 1997 but at times he struggled to finish.

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