In 1991 after finishing high school, Stewart attended Georgia Institute of Technology in Atlanta. Whilst here Stewart played for the Yellow Jackets, which is the name given to the athletic teams that play at the university. But it wasn't until 1995 that saw the start of Stewart’s professional career in golf.

Since turning professional Stewart has gone on to win numerous golfing tournaments including the Canon Greater Hartford Open, the MCI Classic to his most recent win being the 2009 Open Championship where he beat fellow American Tom Watson in a play-off.