a clean sheet, in a 3–0 win. Ashdown, once again, kept another clean sheet, in a 1–0 win against Burnley in the third round of the League Cup. Following the injury of James, he made his first league appearances in two years, starting the whole game, in a 1–0 loss against Blackburn Rovers. Ashdown then started in the last remaining three league matches of the 2007–08 season for the club. He picked up an FA Cup winners' medal with Portsmouth in 2008, but it was subsequently stolen. The stolen medal never resurfaced and the FA reissued Ashdown with a winners' medal. Despite not playing in the FA Cup win, he made five appearances in all competitions for the 2007–08 season. At the start of the 2008–09 season, Ashdown continuing to remain as Portsmouth's second choice goalkeeper behind James. Portsmouth played their first ever European match, against Vitória de Guimarães, which they won and thus qualified for the group stages of the UEFA Cup. His only appearance of the season came on 17 December 2008 against Heerenveen in the UEFA Cup match and kept a clean sheet, in a 3–0 win. However, a month later, he ruptured ligament in his ankle that eventually kept out for the next three months. The 2009–10 season saw Ashdown continuing to remain as Portsmouth's second choice goalkeeper behind James. On 27 October 2009, he made his first appearance of the season, in a 4–0 win against Stoke City in the last sixteen of League Cup. A month later on 22 November 2009, Ashdown made his second appearance of the season and playing against Stoke City in the league for the second time, as the club, once again, lost 1–0. On 15 March 2010, he made his third appearance of the season against Liverpool, as the club lost 4–1. Following an injury of James against Tottenham Hotspur on 27 March 2010, Ashdown started in the next two matches and kept two consecutive clean sheets against Blackburn Rovers and Wigan Athletic between 3 April 2010 and 14 April 2010, in which Portsmouth were relegated. At the end of Portsmouth's 2009–10 Premier League relegation season, he made eight appearances (playing six league games) in all competitions. Following this, it was announced on 19 May 2010 that Ashdown was released by the club. However, before the start of the following season, he re-joined Portsmouth on a two–year contract after