Career
Simpson notably played in the Premier League for Manchester City, Scottish Premier League for Hearts and the Irish IFA Premiership for Linfield. He also played in the Football League for Swindon Town, Bristol City, Portsmouth and Walsall before ending his career in Non-league football with Telford United, Havant & Waterlooville and Eastleigh. He joined the youth team at English club Swindon Town in 1987, and signed a professional contract the next year.
In his debut match he was sent off for punching an opponent.
Before the 1992/93 season he was sold to Premier League outfit Manchester City for £500,000. After a couple of seasons he struggled to stay in the first eleven, went on loan to Bristol City and was finally transferred to Portsmouth, where he played until 1999.
Heart of Midlothian signed Simpson soon after the World Cup, but it was an unhappy move, and he was offered the chance to reignite his career under Ray Graydon at Walsall. However, Simpson missed this game after picking up an injury during the semi-final.
He left Walsall in the summer of 2003.
In 2002-2003 he played non-league football with Telford United. He went to play for Linfield in Northern Ireland, but was released in the end of June 2005, at 35 years old. He then announced his intention to retire from football, moving to the Costa del Sol, taking a directorship in a property firm, but in the 2005/06 season he resumed his football career with Havant & Waterlooville.
The experienced midfielder arrived at Eastleigh in October 2007 from Havant.
He left the club at the end of the season. Simpson currently works as a coach for Chelsea youth team and as a coach at World Class youth Camp.