 Wolleaston played two reserve games for Bradford City at the end of the 2002–03 season, and in June 2003 signed a one-year deal with the First Division-side.He made his debut for Bradford in a League Cup tie with Darlington, which City lost 5–3 on penalties after the game had finished 0–0.His first league game came just over a week later as Bradford lost 1–0 to Gillingham.