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 Sugrue Paul Sugrue Paul Anthony Sugrue (born 6 November 1960 in Coventry) is an English former professional footballer who played as a forward in the Football League for Manchester City Cardiff City, Middlesbrough, Portsmouth, Northampton Town and Newport County. Sugrue played non-league football for Nuneaton Borough before a long career in the Football League. He then returned to non-league with Bridgend Town and played for Elo Kuopio in Finland, before returning to England to play a pivotal role in Barnet's 1991 Conference title winning campaign. He had a spell as manager at Nuneaton Borough, and later became vice-chairman of Merthyr Tydfil,