Stewart sits in his car in the garage area at Pocono International Raceway while talking with crew chief, Greg Zipadelli. The photo, taken in 1999, is from Stewart's rookie season in the Cup series.
Stewart (20) passes Jeff Gordon (24) en route to winning his first Winston Cup Series race at the Richmond International Raceway in Richmond, Va., Saturday, Sept. 11, 1999.
Tony Stewart (20) flies through the air after an accident during the 2001 Daytona 500. Despite winning three Cup championships and racking up 47 career wins, Stewart has yet to win a Daytona 500.
Stewart drives through the first turn at the Indianapolis Motor Speedway during the final practice session before the 85th running of the Indianapolis 500 in 2001. Stewart occasionally raced in the IZOD IndyCar series from 1996-2001.
Stewart signs a car for Philip Simons in May 2003.
Stewart and Dale Earnhardt Jr. talk after the first session of practice for the Bud Shootout in 2004.
Stewart celebrates his first Brickyard win by climbing the fence at the finish line with his team on Aug. 7, 2005.
Tony Stewart, left, shown with Ryan Newman in November 2005. Stewart would later become Newman's boss when he ran his own team.
Stewart (right) celebrates atop the flag stand near fans at Daytona International Speedway after winning the 2005 Pepsi 400. According to National Motorsports Press Association (NMPA), Stewart is one of the Top 10 most popular drivers in NASCAR.
Stewart shows his frustration after a last lap crash during the 2007 Aaron's 499 at Talladega Superspeedway.
Stewart, an Indiana native, kisses the bricks after winning the 14th running of the Allstate 400 at the Indianapolis Motor Speedway in July of 2007.
Stewart celebrates his third Sprint Cup title with his mother Pam Boas at Homestead-Miami Speedway in November 2011.
Danica Patrick (left) talks with Stewart during practice for the 2012 Daytona 500. 2012 was Patrick's first season as a driver for Stewart's team, Stewart-Haas Racing,
Stewart and his crew push his midget car to the track before he competes in the 2012 Race of Champions at the Chili Bowl Midget Nationals in Tulsa, Okla.
President Barack Obama (right) talks with NASCAR Sprint Cup Series champion Tony Stewart during an event to honor him and the other 2011 Sprint Cup Series drivers at the White House on Tuesday, April 17, 2012.
Stewart drives the No. 14 Chevrolet during the Feed the Children Prelude to the Dream at Eldora Speedway on June 6, 2012 in Rossburg, Ohio. Stewart bought Eldora Speedway in 2004.