he signed for wycombe in january 2009 from stevenage borough. either a centre back or centre forward, oliver is an imposing player in the air and makes good use of his size in both positions,he also shows good skill on the ball and a decent turn of pace. at the beginning of the 2009–10 season oliver started as first choice centre back alongside captain michael duberry after an impressive pre-season, replacing leon johnson. oliver joined bradford city on a month's loan in march 2010, joining up with manager peter taylor once more – who had managed oliver at both stevenage borough and wycombe. he signed permanently for bradford on a free transfer at the end of the season.