The 2008–09 season saw Shrewsbury reach the play-offs again with victory over Dagenham and Redbridge on the final day of the season. They faced Bury in the playoff semi-finals, winning on penalties with goalkeeper Luke Daniels making two saves to send Shrewsbury through 4–3 on aggregate. Shrewsbury lost 0–1 to Gillingham in the play-off final at Wembley Stadium on 23 May in front of 53,706, with a goal in the 90th minute by Gillingham's Simeon Jackson. On 30 April 2010, after a disappointing 2009–10 season, Simpson was dismissed as manager with two games remaining.