Rees started his music career by touring the United States in 1994, having developed his guitar playing and songwriting talents at Cardiff University.
[1] Rees released the 'Kiss Me Kill Me' EP via FFvinyl in 2001, receiving a Welsh Music Award nomination for 'Best Male Solo Act' two years running in 2002 and 2003.
He established the Red Eye Music label with fellow musician Dave Stapleton in 2003 and released his debut album 'The Sweetest Ache' in October 2004.
[citation needed] The single Bottom Dollar (Featuring Victoria Williams) hit Number 2 in the MOJO Playlist in October 2007 (Issue 167).
He was invited to tour nationwide with performers including Kristin Hersh (Throwing Muses), The Handsome Family, Chuck Prophet, Steve Earle, Cherryholmes and The Sadies.