Raith had trials with several Football League clubs, including Norwich, Luton, Coventry and Burnley before he came to local prominence with a goal a game average for League of Wales side Cwmbran Town for whom he has played as substitute in European football. He joined Newport in October 2000 and was one of a large number of the club’s talented youngsters who retained the Gwent Senior Cup.

He spent a period on loan to Cinderford Town in 2001/02 and started the 2002/03 season joining Merthyr Tydfil on a three month loan period on 2nd September 2002.

In January 2004, he was one of six signings made by Barry Town who were struggling at the bottom of the League of Wales. Other signings included Gavin Allen, brother of former Norwich striker Malcolm.

After spells at Llanelli, Cwmbran Town and Ton Pentre, Raith joined Bridgend Town in the summer of 2007. After playing in Australia and New Zealand, Raith returned to Bridgend in January 2011. He later played for Taunton Town before joining Sherborne Town in August 2013.