sinclair signed a one-year contract for football league two side lincoln city on 1 july 2008, reuniting with manager peter jackson who originally brought him to huddersfield town. jackson hailed sinclair's "determination, his personality and his will to win", and said that both wycombe wanderers and brighton & hove albion were interested in signing the player. in march 2009, sinclair made the surprise move to wycombe wanderers on loan from lincoln city. his presence helped wycombe to achieve promotion from league two. in may 2009, he was one of seven players released by lincoln city.