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.
2005–06 S.L. Benfica season losing the game. Benfica ended the season in third place, missing out on the title and an automatic place in the 2006–07 UEFA Champions League. Despite winning both games against Porto, the closest Benfica had come from them was on the 18 and 19 match-days, with only three points. Benfica closed the season 12 points behind the leader and five from Sporting. Of the Big Three, Benfica conceded the most goals (29) and scored the second-highest number of goals (51), with the worst goal-average (+22). Koeman wanted to fulfil his contract with Benfica, but after negotiations with the management and