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. at which time Milan Mandarić finally reached the end of his tether, sacking Perrin. Former manager Harry Redknapp took charge again a couple of weeks later, leaving south coast rivals Southampton. The appointment made headlines on the sports pages of the UK press, with fans divided into strong pro and anti-Redknapp camps. Unusual betting patterns shortly before Redknapp left Southampton resulted in the club and Redknapp himself being investigated by the FA. After months of investigation, no charges followed. The return of Redknapp to the club lifted morale for Portsmouth, and in late December 2005 they finally scored their first