Simon Webster spent part of the 1983/84 season on loan with Exeter City as a young player from Tottenham Hotspur. He later played over a hundred league games for both Huddersfield Town and Charlton Athletic before becoming a physiotherapist. 

An apprentice at Tottenham Hotspur, Simon featured in three league games after signing a professional contract in December 1981. Two years later, as a 19-year-old, he was signed on loan in November 1983 by Exeter City player-manager Gerry Francis. Making his Grecians’ debut in the 2-2 draw at Sheffield United on 12 November, he remained at St James’ Park for the rest of the season as City finished bottom of the third tier.

With 26 Football League appearances under his belt, Simon returned to White Hart Lane ahead of a loan spell with Huddersfield Town in February 1985. Proving a success at Leeds Road, Simon signed for the Terriers on a permanent basis and went on to play 118 league matches for the club. Transferred to Sheffield United in March 1988, he added a further 37 league matches and 3 goals to his tally either side of suffering a broken leg. 

Simon then moved back to London to link up with Charlton Athletic in August 1990 where he scored 7 goals in 127 league starts prior to a June 1993 move to West Ham United in June 1993. Breaking a leg for the second time, he had just 5 substitute outings for the Hammers in the league alongside loan stints with Oldham Athletic and Derby County. 

Retiring from playing in November 1995 to study physiotherapy, Mark later worked with injured players at West Ham United and then Gillingham before later working for Nuffield Health and returning to football as physio for Charlton Athletic women.