Garry started his career at Tottenham Hotspur in 1977 and whilst at White Hart Lane won FA Cup and UEFA Cup winners' medals. However he was never a first team regular and the majority of his 73 league appearances were as substitute. Indeed he is the only player to appear as substitute in three FA Cup finals. To his credit he managed to score 15 league goals in those 73 appearances. In February 1983 he was involved in a near-fatal car crash. He managed to recover from his injuries but was unable to perform efficiently at the top flight.

He joined Norwich on 24th May 1985 following their relegation to Division Two. He notched up 20 appearances for the Canaries although ten of them were as substitute. He moved to Dutch side Groningen, who were coached by Ronald Koeman's father Herman, in December 1986 for £30,000. He returned to England fifteen months later to join Wimbledon where he made 12 appearances. A loan spell at Stoke (8 appearances) preceded a transfer to Brentford in August 1990. He made just 11 appearances before he was released joining non-league side Baldock Town. Whilst with Baldock, he made two brief returns to League football spending loan periods with Colchester (no appearances) and Reading (four appearances in March 1991). Following his spell at Reading, he moved to non-league Wivenhoe Town and has since spent time at St Albans City, Romford, Worthing, Cornard United and Braintree Town.

Garry now co-owns the Palace Soccer School and Sports Shop in Muswell Hill. which he set up with a friend in 1992 after gaining coaching qualifications. He now coaches at schools most days, runs 14 Sunday teams under the Palace Youth FC banner and is a regular visitor to White Hart Lane, where he helps Steve Grenfell with Spurs' Football in the Community scheme.As well as his coaching involvement, Garry is a regular performer for Martin Chivers’ Ex-Spurs XI and watches all the matches at White Hart Lane in his capacity as a statisitcs recorder for the Professional Footballers Association and the Press Association.