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 Gordon McQueen. Hart spent five years at Elland Road, playing 191 games. In 1983 Hart signed for Nottingham Forest to replace Willie Young, where he played 87 games and scored three goals. Hart actually scored in the controversial 1983–84 UEFA Cup semi-final against Anderlecht, but the goal was wrongly ruled out for no apparent reason and Anderlecht subsequently admitted having bribed the official. A year later Hart was sold to Sheffield Wednesday in May 1985. Hart had further spells at Birmingham City (breaking his leg in his only game for them) and Notts County (as player-coach) before retiring from playing