Jamie played on trial in midfield for Exeter City in a pre-season friendly against West Bromwich Albion in  July 2002. A former Bristol City trainee, he later became involved in the community aspect of football at Hereford United and Shrewsbury Town.

After leaving Ashton Gate at the age of nineteen , he attempted to stay in the professional game when he had a pre-season with Exeter City. When an offer was not forthcoming , he returned home to Herefordshire where he worked for a builder's merchant and played for Merthyr Tydfil followed by time in the League of Wales with Newtown and Cwmbran.

After taking the opportunity to briefly play semi-professional in Melbourne and Sydney, his career took an unexpected turn on his return home when he  became involved in the community side of professional football firstly as Hereford United's community manager from 2007 and then in a similar role with Shrewsbury Town from 2014.