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.
2008–09 S.L. Benfica season against Porto and Sporting. They began the month with the semi-final of the 2008–09 Taça da Liga against Vitória de Guimarães. Benfica scored the opening goal on a Carlos Martins corner kick which Grégory headed into his own net. Near the end of regulation time, Pablo Aimar added the second (his first for the club), and Guimarães responded with a consolation goal. Four days later, Benfica played Porto at the Estádio do Dragão in a game between the top two teams on the league table. They scored first through Hassan Yebda, who headed in a corner kick from José Antonio