 Coming out of Timberline High School in Lacey, Washington, Stewart came to the University of Oregon as one of the highest profile recruits in the program's history.He was known for his rare combination of speed and size, recording a SPARQ rating of 97.54 as a senior in high school.Stewart's true freshman season was highlighted by a pair of kickoff return touchdowns which made him the program's first player to ever return more than one kickoff for a score.