FC Porto in the 2008–09 season, Porto was on course to emulate the "Penta" of the late 1990s, but the series was broken by Benfica in the following season. Although Ferreira won his first Supertaça and defended the Taça de Portugal title, the team's failure to claim a fifth consecutive league – finishing third, outside the Champions League-qualifying places – and a 3–0 defeat against Benfica in the final of the Taça da Liga contributed to his resignation at the end of the season. A home win against Benfica prevented the rivals from celebrating the league title at the Estádio do Dragão.
FC Porto in international football competitions decide the match 8–7 for Porto and give the club their second and last title in this competition. Despite the managerial instability – Fernández was replaced by José Couceiro soon after their Champions League elimination – and weak performances in league matches, Porto finished runners-up to Benfica and secured qualification for the 2005–06 UEFA Champions League group stage. Dutch coach Co Adriaanse was appointed as the new coach for the 2005–06 season, and although his team delivered domestically – reclaiming both Portuguese league and Cup titles – it disappointed in the Champions League, as Porto finished last of their group,