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.
1988–89 S.L. Benfica season Their next match was a Clássico with second-place Porto, ending in a draw. Until Christmas, Benfica increased their lead to four points. However, they lost for the first time in the next match, with Boavista, followed by a second consecutive loss with Penafiel, which did cause them to lose their first place because Porto also lost. In the following weeks, Benfica racked up wins and increased their lead to six points by March. The Clássico on the 29th match-day helped define the course of the remainder of the season. It was Porto's last hope of closing the gap, but Benfica