A midfielder, Glass started his career at Aberdeen, with whom he won the 1995 Scottish League Cup. In 1998, he moved to England, transferring to Newcastle United of the Premier League. Shortly after joining Newcastle, Glass made an appearance for the Scotland national football team. He joined Watford in the First Division in 2001, before returning to Scotland in 2003 with Hibernian. He joined Dunfermline Athletic in 2007 and was released at the end of the 2009–10 season. Glass finished his playing career with American club Carolina RailHawks.
