Aberdeen Glass started his career with Aberdeen where he was regarded as one of Scotland's brightest prospects. He broke through into the first team during a relegation struggle in the
1994–95 season, and scored goals in the final league fixture and in both legs of the subsequent
playoff to maintain his club's top-division status. In Aberdeen's
League Cup victory against
Dundee in November 1995, he set up both goals in the
Dons' 2–0 success. His performance earned him the man-of-the-match award (a mountain bike) as well as a winner's medal.
Newcastle United Glass moved to English Premier League team Newcastle United in 1998, for a fee of £650,000. Injury, particularly a serious knee problem, He left the club at the end of the 2000–01 season.
Watford In the summer of 2001 Glass signed for Watford on a free transfer, as part of
Gianluca Vialli's new-look side. He was one of the more successful Vialli signings, and one of the few to be kept on by his successor,
Ray Lewington. However, due to financial constraints Glass had to be released when his contract ended in the summer of 2003. Ironically, after this announcement was made he scored a stunning free-kick in Watford's victory over
Burnley in the FA Cup quarter-final.
Hibernian Glass was released by Watford at the end of the
2002–03 season and then signed for
Hibernian on a three-year contract. He came to Hibs at a time when the club were cutting their budget and several younger players were being introduced to the squad. At the start of the
2008–09 season, Glass was made
vice-captain to
Scott Wilson by manager
Jim McIntyre and was made
captain for the
2009–10 season. Glass suffered a knee injury early in that season and was released by Dunfermline at the end of the season. St Mirren manager
Danny Lennon confirmed soon afterwards, however, that he would not be following up his interest in Glass.
Carolina RailHawks Glass was signed by Carolina RailHawks of the second division
North American Soccer League on 7 March 2011. Soon afterwards, Glass injured a hip, which prompted him to retire from playing football. and
'B' teams. ==Coaching career==