Mickey Gynn began his career with his hometown club, Peterborough United, where he scored 39 goals from 188 appearances in all competitions, before joining First Division club Coventry City for a fee of £60,000. He spent ten years and accumulated almost 300 appearances at the club, with whom he won the FA Cup in 1987. Mickey then moved on to Stoke City in August 1993 where he played in 29 matches in the 1993–94 season before retiring. He became a postman in the Coventry area, and works as a match statistician for the Press Association.In 2005, Gynn held his testimonial match at Coventry City’s former ground of Highfield Road, the penultimate game played there before its demolition.