On 16 August 2008, Bento managed Sporting to a 2–0 victory in the Supertaça Cândido de Oliveira over champions Porto, at the opening of the new season. One of the players that were kept in the team despite heavy criticism, Rui Patrício, was a key element and saved a penalty from Lucho González during the second half; this win raised the manager's tally in cup finals against counterpart Jesualdo Ferreira to 3–0 (2007 and 2008 Supercups, and the 2008 Portuguese Cup), and it also marked the first ever capture of back-to-back Portuguese Supercups in the "Lions"' history, thus adding to the list of records broken during his tenure.