It wasn’t easy for AC Milan to get going again. There were many Rossoneri players who had been involved in the World Cup on American soil from start to finish. And those players were feeling the fatigue. AC Milan fought to match the pace at the start of the season, but the strain was telling. There was a familiar feeling to the Italian Super Cup final against Sampdoria: it was the second such match against the Bluerchiati in five years. Moreover, Ruud Gullit had returned to the Rossoneri from Sampdoria in the summer of 1994, adding that extra bit of spice to the showdown.
The Dutch midfielder would play a key role in the match: after Mihajlović had silenced San Siro by putting his side ahead, Gullit equalised for AC Milan, thus sending the game to penalties. The game and the shootout had a Derby feel, with Sebastiano Rossi between the sticks for the Rossoneri and Walter Zenga for the Blucerchiati. AC Milan scored all their penalties, while Seba denied Evani and watched as Mihajlović's effort hit the crossbar: the new season began with another trophy for the Rossoneri, but it was going to be a tough and complicated campaign from there.