Came through the Spurs youth system, but failed to make the first team, so he was snapped up by Ossie Ardiles and Steve Perryman at J-League club Shimizu S-Pulse. He had a successful time there, but came back to England with Southend United.
From there he joined non-league Grays Athletic at the start of the 2003-04 season and starred in their move up to the Conference.
He won the Supporters' and Players' Player of the Year awards at the Essex club in 2004 and was made captain of the side.
Played for the England National Game XI (a non-league representative side) in October 2004, scoring once in the 3-0 win over Holland in February 2005.
In 2006 he lived in Waltham Abbey and enjoyed being a dad.
Followed former manager Mark Stimson to Gillingham for a short while, but returned on loan to Grays and then made the move permanent. Then, out of the blue, at the end of the 2008-09 season, Dagenham & Redbridge came into snap up the midfielder.
Unfortunately, an injury to his knee hampered his playing time and on 20th September 2009, Stuart announced his retirement from playing.
Came out of retirement to
play again with Grays Athletic reserves and then their
first team, before he signed for Thurrock FC in June
2012, once more linking up with Stimson.