Career
He played for York City, Rowntree, Pickering Town, Gainsborough Trinity and Harrogate Railway Athletic. Born in York, North Yorkshire, Simpson started his career with the York City youth system on a Youth Training Scheme. Simpson made his first team debut after starting in a 2–1 victory at home to Brentford in the Second Division on 13 September 1994 and was released by the club in May 1995 having failed to make another appearance.
He dropped into non-League football after signing for Rowntree in August 1995.
This was followed by spells with Pickering Town and Gainsborough Trinity before returning to Rowntree and finishing his career with Harrogate Railway Athletic. Simpson played as a left winger for York"s youth team before being converted into a left back.