Portsmouth F.C. European match was a 2–0 victory over Vitória de Guimarães in the first round on 18 September. Portsmouth went on to win the tie 4–2 on aggregate, progressing to the group stage. On 25 October 2008, Redknapp suddenly left Portsmouth for a second time, leaving his assistant Tony Adams to be promoted to the managerial role. On 27 November 2008, Portsmouth drew 2–2 with Milan, going 2–0 up through goals from Younès Kaboul and Nwankwo Kanu, but conceding two goals later in the game. Adams was dismissed in February 2009. Youth team coach Paul Hart took over as manager until
Mark Hart backing vocals for their album, "Free as a Bird", which was issued in October 1987. Hart also shared the same manager as pop-rockers Crowded House, who suggested he fill in for their keyboardist Eddie Rayner with session work for the band after they experienced difficulties working together. In 1991 Hart contributed to "Woodface" as a session musician, later joining the band as a touring member when Tim Finn left. In 1993 Hart was credited as a full member for "Together Alone". He stayed with the band after founding drummer Paul Hester left, and is seen along with the group's founders