Stewart started his career with Scottish Premier League club Kilmarnock, but could not win the place as their starting goalkeeper. He was loaned out to a number of lower division clubs, namely Clydebank, Alloa Athletic, Queen's Park and Hamilton Academical. Since 2003 he has played more regularly, mainly at the First Division level. Stewart was first choice goalkeeper throughout the second half of season 2006–07 for First Division side Livingston, where he played the last dozen or so games after ousting Mariusz Liberda from the number one jersey. After being released by Livingston's new owners, Stewart signed for Division One rivals Morton in May 2008. Stewart was originally expected to be the first choice goalkeeper for season 2008–09, however after a shaky début against Clyde at Broadwood on 2 August 2008, he was dropped for the former St Johnstone goalkeeper Kevin Cuthbert, who was listed as a trialist on the substitutes bench for that game. After this he spent most of his début season in the stand, with manager Davie Irons preferring to list youth players Kieran Cannon and Ryan McWilliams as the back-up goalkeepers to Cuthbert. Despite having a year left on his contract with Morton, he was told in May 2009 that he was free to find another club. Since then he turned himself into the club's first choice goalkeeper, and signed a new contract in June 2010. He was released by the club in May 2012 and claimed that the signing of Alan Combe in March, after he sustained a broken toe, forced him to leave the club to find regular football elsewhere. Stewart became a goalkeeping coach in Qatar, with Al-Khor Sports Club in August 2013. Stewart returned to Scotland during February 2013, playing three trial matches for Stranraer before signing for Cowdenbeath. After leaving Central Park, Stewart signed for Airdrieonians after a free transfer on 8 June 2013 and signed a one-year contract. On 27 August 2013, after the club's League Cup second round defeat at home to Livingston, Stewart had to be restrained by stewards as he argued with a fellow fan as he headed up the tunnel at full-time. On 30 August 2013, Stewart departed the club by mutual consent. On 9 November 2013, it was announced that Stewart had signed for Raith Rovers.
International
Stewart made one appearance for the Scotland u21 side keeping a clean sheet in a 1-0 victory over Latvia. Stewart now coaches the goalkeepers for the Scotland U15 side.
Coaching career
Stewart was appointed as co-manager of Junior club Kilwinning Rangers in February 2014 alongside former Queen of the South and Ayr United player Chris Strain. Stewart joined the Rangers F.C. Academy becoming the head of Academy goalkeeping.
Personal life
Stewart is the son of former Scotland goalkeeper Jim Stewart and is married to women's football star Julie Fleeting. They have three daughters named Ella, Sophia and Matilda. Stewart was born in England when his father was playing for Middlesbrough. The Stewarts returned to Scotland later on that year, when Jim signed for Rangers.
