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
History of Portsmouth F.C. gate money donated to the British Red Cross. The US army team won 4-3. Following the resumption of matches in the 1919–20 season, Portsmouth won the Southern League championship for the second time (the first occasion being in 1901–02). Portsmouth were then elected to the Football League Third Division as founder members. John McCartney took over as the fifth manager of Portsmouth on 1 May 1920 from Robert Brown who had left to join Gillingham F.C., also in The Football League. Southern Football League champions Portsmouth coincidentally began the inaugural 1920–21 season in England's Football League Third Division as founder