A product of the FA's National School of Excellence at Lilleshall, Jamie was regarded as one of the promising youngsters of his age group and won him England Under-16 caps. He had joined Norwich at the age of 14 despite interest from Arsenal and Southampton, and the offer of a contract from Manchester United. He had previously played for Whitchurch and Milton Nomads as a boy in his native Bristol.

Within the first three months of his professional contract at Carrow Road, he suffered a terrible knee injury in a SE Counties youth match against Arsenal that almost destroyed his career. Revolutionary new techniques restored his knee and was the subject of a BBC documentary. He began playing competitively again during 1997/98 for the Reserves but did not break into the first team.

He was released in May 1998 and following a trial with Aston Villa, he signed with his home town side of Bristol Rovers where he completed a triumverate of former Canaries with Tom Ramasut and Jamie Cureton. Jamie has made a regular place for himself in the Rovers midfield but was sent off for two bookable offences against Millwall on 22nd November 1998

Jamie spent most of the 2000/01 season under the surgeon's knife and therefore could not be blamed for Rovers' relegation on May 2nd into Division Three. Jamie finally admitted defeat in his attempts to overcome his injury problems in early July 2002 and retired from professional football, hoping to take up a role in coaching. Rovers' fans lamented the loss of one of the most talented players that they had seen playing for the Pirates.

Jamie has since taken up a coaching role with Team Bath, the team from the University of Bath who were the first university side to compete in the FA Cup for over 100years. He also works for BBC Radio Bristol as an expert summariser on their football coverage, and has his own soccer coaching school. In December 2003, Jamie returned to playing football joining Brislington of the Screwfix Direct Western League after he was spotted in a charity match. He left them in March 2004 to join Mangotsfield.