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
The Hart Foundation eliminating the Junkyard Dog. But Brown then double crossed Hart, hitting him with his Ghetto Blaster finisher before throwing him over the top rope for the win. Immediately after being declared the winner and being awarded a huge trophy, Hart attacked Brown and smashed up the trophy starting his face turn. Neidhart eventually joined Bret's side in the feud with Brown causing a rift between the Foundation and manager Jimmy Hart. As a result, the Hart Foundation were increasingly pushed as fully fledged fan favorites. In the summer of 1988, the Hart Foundation began a feud with WWF Tag Team