|Date of birth||September 23, 1975|
|Place of birth||Fort Worth, Texas|
|Height||6 ft 2 in (188 cm)|
|Weight||221 lb (100 kg)|
High school career
Coming out of Stephenville High School led by head coach Art Briles, Stewart was the Texas high school football player of the year and was recruited by virtually every major program in the country, ultimately signing with the University of Tennessee, which had also signed highly regarded quarterback Peyton Manning as part of the same recruiting class.
He was inducted into the 2008 Texas High School Football Hall of Fame induction class.
Stewart played in 11 of 12 games at quarterback for the Volunteers as a true freshman in 1994, but Manning started the final eight games of the season while exhibiting the skills that would make him a perennial All-American and, eventually, All-Pro quarterback. Realizing he was behind a potential four-year starter in the depth chart, Stewart transferred to Texas A&M and sat out the 1995 season, per NCAA transfer rules.
Stewart had a nice start to the 1996 season with a big game against BYU in the Pigskin Classic, completing 20 of 28 passes for 232 yards, two touchdowns and no interceptions. Despite his performance, A&M lost the game 41-37 and went on to a mediocre 6-6 season. Stewart only threw 9 touchdown passes all season and completed less than 50% of his attempts.
Stewart began the 1997 season as the Aggies starting quarterback, but in the sixth game of the season (a loss against Kansas State), backup Randy McCown was more effective than Stewart and coach R. C. Slocum named McCown the starter for the following week's game against Texas Tech. When McCown faltered, Stewart came off the bench to complete 12 of 17 second-half passes, only to see the Aggies lose on a 47-yard field goal with 19 seconds to play. That performance was good enough to earn back his starting position. He started the rest of the season, leading the Aggies to the Big 12 South Division championship (the Aggies would go on to lose a very lopsided Big 12 Championship game to the Nebraska Cornhuskers). After the season, Stewart's teammates voted him most valuable offensive player. On the season, he completed 111 of 196 passes for 1,429 yards and 10 touchdowns. He went seven consecutive games without throwing an interception and threw only four all season (two in the championship game against Nebraska).
Originally, Stewart's transfer from Tennessee was going to cost him two years of eligibility, but Texas A&M's NCAA compliance officer recommended Stewart appeal for another year of eligibility. The NCAA granted the request, giving him another year with the Aggies.
Stewart once again began the 1998 season as the starter, but lost the job to McCown after four games. Going into the Big 12 Championship Game, Stewart had only played in six games, completing 53 of 97 passes for 668 yards, 4 touchdowns and 3 interceptions. His best performance had come against the Oklahoma Sooners, when he passed for 234 yards and two touchdowns.
Stewart's chance came once again when McCown injured his left shoulder on a touchdown dive in the last game of the regular season, a 26-24 loss to rival Texas. The injury was not confirmed as a broken collarbone until the Wednesday prior to the Big 12 Championship game against #2 ranked Kansas State. Despite suffering a hyperextended knee in the first quarter, Stewart bounced back to throw for 324 yards and three touchdown passes, including the fabled slant to Sirr Parker that sealed the 36-33 double-overtime victory, earning the Aggies and invitation to the Sugar Bowl.