Stewart was a star high school player at national powerhouse Oak Hill Academy and later on at Our Saviour Lutheran in the Bronx, where he averaged nearly 36 points per game and earned honorable mention All American honors in the 1992–92 season.

Although Stewart wasn't eligible until January, he won Big West Conference Men's Basketball Player of the Year honors (becoming the first ever freshman to win the award), averaging 19 points and 12 rebounds per game.

Stewart, who reportedly clashed with the coaching staff several times,[2] was suspended from the team after the following season.

He also played few games for Prokom Trefl Sopot (Poland) and Adecco Estudiantes (Spain), before signed for NIS Vojvodina (Serbia and Montenegro) in late 2003.

[4] In the 2006–07 season, he played for Seoul SK Knights (South Korea) and Crvena zvezda (Serbia).