Club Career
Gregory began his career as a 15-year old in the youth ranks of Wycombe Wanderers, his highlight being captaining the side in the Berks & Bucks Senior Cup final win over Milton Keynes Dons. At the end of the 2007–08 season, his contract at Wycombe was not extended and Gregory signed for Hayes & Yeading United, for whom he went on to score two crucial goals in the play-off final that season as they won promotion to the Conference National.
In summer 2009, Gregory signed for AFC Wimbledon. On 9 November 2009, he made his first FA Cup appearance in AFC Wimbledon's 4–1 loss to Millwall. Gregory featured as a regular for the first team during their Football League promotion winning season, and was a member of the starting eleven that beat Luton Town in the Conference National Play-Off Final, winning the Dons promotion to League Two.
On 30 June 2011, League One club Bournemouth signed the player for an undisclosed fee. He made twenty three league starts for the Cherries during 2011-12, but found his opportunities limited at the start of the 2012-13 campaign, finding himself significantly down the pecking order at the club. For this reason it was decided that Gregory should be sent out on loan, and he opted for his former club AFC Wimbledon as soon as he received the request from the Dons first team coach Simon Bassey. In December 2012, following his return from a loan with AFC Wimdledon his contract with Bournemouth was cancelled by mutual consent.
On 13 September 2012, Gregory signed for AFC Wimbledon on a three month loan deal. Shortly after the conclusion of the loan, he signed for Gillingham.
Read more about this topic: Steven Gregory (footballer)
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