Hassell then enjoyed another fine campaign during 2006–07, again in the running for all the end of season awards, clocking up 42 appearances and netting two goals. In the following season, he showed his versatility to perform heroically during Barnsley's run to the semi-finals of the FA Cup. He made multiple last ditch tackles and goal-line clearances whilst playing at right-back in a 2–1 win over Liverpool at Anfield, and was outstanding in an unfamiliar central midfield position as Chelsea were beaten 1–0 at Oakwell.