Gary joined Weymouth on a short loan a year after graduating to the Greens’ pro ranks before spending two seasons on loan at then non-league Exeter City. He played 62 times for the Grecians – including both of their famous FA Cup ties against Manchester United – impressing Pilgrims’ boss Ian Holloway enough to become a regular feature in his Argyle team for the 2006-07 season. 

 

Gary made the left-back position at Home Park his own, picking up the Most Promising Player of the Year award in the 2007-08 Championship campaign after playing 35 times, during which he netted the first of his five goals for the club. His most famous goal came in his final season at Home Park, 2009-10, when he netted the Boxing Day winner against Cardiff in the Bluebirds’ new Cardiff City Stadium. Gary fell out of favour at Home Park and, after a loan spell with Bristol City in 2010, he joined Bristol Rovers on a two-year deal. A pair of impressive seasons with the Gas earned him a move to Leyton Orient, for who he played 69 times before being released in the summer.