Arturo Silvestri was in the Rossoneri dugout after being hired by Luigi Carraro, the new President of AC Milan. A popular figure, ‘Sandokan’ had helped discover a certain Gigi Riva and had played at full-back for the Diavolo during the Gre-No-Li era. The arrivals of Roberto Rosato and Angelo Anquilletti were important with the future in mind. Just like ‘Trap’ would a few years later when he joined Varese, Cesare Maldini said goodbye to the Rossoneri colours and signed for Torino. While he would now take to the pitch in the Granata shirt, his head and heart would always be with AC Milan.
As for the 1966/67 season, AC Milan encountered numerous problems, with it being a league campaign to forget. The Rossoneri played out too many draws, preventing the team from competing for any kind of objective. In the end, the Diavolo finished in a disappointing 8th place in the table. However, salvation would come in the form of the Coppa Italia. During their cup run, AC Milan eliminated Pisa, Modena, Torino, Lecco and, in a fiery semi-final clash that went to extra time in Turin, Juventus. In the final in Rome, it finished AC Milan 1-0 Padova thanks to a goal from Amarildo. Captain Rivera lifted the Coppa Italia trophy aloft.