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.
2006–07 S.L. Benfica season from three losses and a draw before December. In Europe, the situation was similar; Benfica never recovered a five-point deficit to Celtic by day three, ending with seven points and demotion to the UEFA Cup. From December until April, Benfica regained lost ground in the Primeira Liga, climbing to second place—a point away from Porto, which was also advancing until the quarter-finals of UEFA Cup In April, Benfica had the opportunity to reach the league's top place if they won the Clássico with Porto; however, they only managed a 1–1 draw. It was the first of five winless games that