Dair, who was born in
Dunfermline, began his career in 1991 with local
Fife team
Raith Rovers. A
First Division winner in
1992–93, Dair suffered relegation in Raith's first season in the
Premier Division. Months into Raith's season back in the First Division, Dair was part of the side that beat
Celtic to win the
League Cup, ensuring
UEFA Cup football for the following season. Buoyed by the cup success, Raith won the title on the last day of the season and were promoted again at the first attempt. Dair scored Raith's first ever European goal, netting from close range against
Faroese team
GÍ Gøta and Raith won through the first two rounds to face
Bayern Munich, losing 4–1 on aggregate. Unfortunately, Raith suffered domestic relegation again and when manager
Jimmy Nicholl left in February 1996 to join
Millwall, Dair – along with
Stevie Crawford and
David Sinclair – went with him. Dair's time in London was brief and he returned to
Stark's Park within eighteen months. With no trophies during his second spell in
Kirkcaldy, Dair moved on in February 1999 to Rovers' rivals
Dunfermline, where he would go on to spend four years. Following notice that he was transfer listed along with several other players, Dair was released from
East End Park in September 2003, although he quickly moved to
Motherwell. Dair joined
Livingston on a one-year contract at the start of the
2004–05 season, extending his stay by a second year in June 2005. Upon his contract expiry, he was released by Livi and made a brief return to
Stark's Park in September 2006 when he played 72 minutes for Raith as a trialist against
Alloa. The following week, he moved to
East Fife, where he went on to play nine times during the season. ==Coaching career==