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
Paul Hart the exit of Jim Magilton the previous day, with Mick Harford joining him as assistant manager. On 15 January 2010, after only five games in charge, Hart left the club, with his assistant Mick Harford taking temporary charge. On 2 March 2010, Hart was appointed caretaker manager of Crystal Palace with Dougie Freedman as assistant manager and John Pemberton as first-team coach. This followed the departure of Neil Warnock a day earlier, who left the club to become the manager of Queens Park Rangers, bringing Mick Jones and Keith Curle with him. Crystal Palace were in administration, and Hart's task