 Wolleaston was released by Oxford in October 2005 and five months later joined Conference-side Cambridge United on a free transfer, initially on non-contract terms.He made his debut against Altrincham on 11 February 2006, in a 2–1 defeat, and a week later scored only the second goal of his first-team career as Cambridge reversed the scoreline against Southport.The following month he received the first red card of his career against Crawley Town.