That season, Richardson infrequently played on the right of midfield – competing for his position with Ian Moore (himself preferring to play as a forward), Jonathan Douglas and David Healy (who preferred to play out of position rather than as a substitute). Richardson scored in the Play-off semi final away leg win against Preston North End for Leeds in May 2006, playing in an unusual attacking wide right position, though he reverted to a more familiar role for the Play-off final defeat against Watford a few weeks later. In the 2006–07 season, Richardson hardly featured under Blackwell in the Leeds team at all due to injuries. Under new manager Dennis Wise, Richardson played more regularly in the Leeds starting line-up, replacing the injured Gary Kelly at right back.