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
Portsmouth F.C. Derby County were awarded the trophy. The Football League finally resumed in 1946–47. Portsmouth had capitalised on the footballers called up to serve in the Royal Navy and Royal Marines in the war years and recruited some of them. In this way, Portsmouth had the pick of some of the best. Portsmouth ended the 1946–47 Football League First Division season in 12th place. On 1 May 1947, manager Jack Tinn left Portsmouth, with Bob Jackson taking over the role on the same day. The second post-war Football League First Division season resumed under manager Bob Jackson in 1947–48. This was