Dean Sinclair is a central midfield player who spent three seasons at Charlton Athletic after signing from Barnet. Dean has a combative style and likes to get forward. He struggled to get into the team after his arrival at The Valley, making just a couple of first-team appearances for the club.

Dean spent time out on loan at Grimsby Town in 2008-09 only to suffer a knee injury which kept him out of action for six months. He was back playing again in November 2009 and later had loan spells at Barnet and Grimsby Town before leaving the Addicks in the summer of 2010. 

Dean rejoined Grimsby in December 2010 and made a number of appearances for the club before he was loaned to Cambridge United. He was subsequently released by the Mariners at the end of 2010-11.