In October 2006 he saved two penalties in one match from Blackburn Rovers' Benni McCarthy and Jason Roberts to secure a 1–0 away win. On 13 May 2007, Jääskeläinen received Bolton's "Player of the Year Award" and also the "Players' Player of the Year Award" after helping Bolton secure a UEFA Cup spot for only the second time in their history. Despite much speculation linking him with a move away from Bolton when his contract expired following the 2007–08 season, Jääskeläinen agreed a new four-year contract on 11 June, which he signed on 9 July.