Career
He played in the Football League for Nottingham Forest, Bristol Rovers, Huddersfield Town, Swansea City, Wrexham, Cambridge United, Preston North End (where he briefly played alongside a young David Beckham), and Leyton Orient. He has also played a year in the Chinese Jia-A League for Guangdong Hongyuan. After leaving Leyton Orient, Raynor moved into non-league football with clubs including Kettering Town, Ilkeston Town, Boston United, King"s Lynn, Hednesford Town, where he spent a few months as player-manager, Gainsborough Trinity, Ossett Albion, and then King"s Lynn again, to be released at the end of the 2002-2003 season, only to rejoin for the next.
Coaching Raynor has coached at clubs Sheffield United and Boston United, where he was assistant manager for a time to Steve Evans.
In May 2007 Evans and Raynor left Boston to take over as manager and assistant at Crawley Town, where he occasionally appeared as a player in the Conference. On 28 September 2015, left as assistant manager at Rotherham United.
On the 19th October, 2015, Raynor decided to join fellow championship side Leeds United as assistant to Steve Evans, who he previously worked with at Rotherham.