As the only Serie A team yet to suffer a league defeat in the 2024/2025 season, Juventus were expected to make a strong start, especially against a team they had not conceded a goal against in three H2Hs.
And although Milan initially matched the Old Lady in the opening twenty minutes in a true baptism of fire for their new boss, Juventus drew first blood through Kenan Yildiz, when he picked up a pass from Khéphren Thuram in the penalty area and fired beautifully into the top. -right corner of Mike Maignan's net.
With five of the previous six H2Hs yielding fewer than two goals, history was clearly against Milan mounting a comeback inside 90 minutes.
The two sides resumed their war of attrition for the remainder of the first half, with Yildiz's strike remaining the only effort on target.
Little changed immediately after the restart, although Milan's switch to a higher press almost paid off in the 55th minute when a rebound fell to Theo Hernandez in the penalty area and he sliced an effort over the crossbar.
Juventus kept Milan in check with calm possession, and it was only after three quarters that the Rossoneri finally tested Michele Di Gregorio, when Tijjani sent Reijnders flying from distance with a shot that the Juventus custodian prevented from flying into the bottom. -left corner. It was a fleeting reprieve, however, as Manuel Locatelli brought down Christian Pulisic after a series of passes in the penalty area.
The American himself stepped up to take the penalty, and although he went straight down the middle, the power meant Di Gregorio could only parry the penalty high into the net for 1-1.
Milan were a force reborn from then on, completing the turnaround within five minutes. Once again luck was on the Rossoneri's side, with Rafael Leao breaking down the right flank and trying to center in front of a lurking teammate. But just as Di Gregorio prepared to lunge and intercept, Federico Gatti stuck out a leg, causing the ball to spin into an empty net.
As expected, the closing minutes were full of tension, but Milan held their nerve to record a winner-takes-all derby against Inter in the Supercoppa final, while also ending Juventus' impressive fourteen-match unbeaten run.
A win in the final on Monday night would move Milan level with city rivals with eight cup wins, while Juventus would move one of the nine highest in the competition.
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