Milan travel to the Allianz Stadium on September 6 in good shape on paper, sitting fourth in Serie A with six points from two games, but a significant defensive problem threatens to overshadow their preparations. Matteo Gabbia has been ruled out of the Juventus clash through injury, as reported by Goal, and the timing is particularly awkward given that the club closed the summer transfer window without signing the central defender that Ruben Amorim and the fanbase had pushed for. Goal's transfer review confirmed Milan did try to bring in a centre-back on deadline day, pursuing targets including Tiago Gabriel and Giorgio Scalvini, but left empty-handed. Amorim will now have to find a solution alongside Gila and Pavlovic at the back.

The window itself was a mixed picture. Goal confirmed the arrival of Omari Hutchinson from Nottingham Forest, while Diego Moreira, signed for over 50 million euros, has been given a specific role by Amorim that differs from the straightforward Leao replacement many expected, as Goal explained. Rafael Leao's departure to Galatasaray reshaped the attack, though Goal noted the club now carries considerable depth in the positions behind striker Goncalo Ramos. The Fofana situation added late drama, with a loan to Lyon collapsing before the midfielder ultimately joined Sevilla on a temporary deal. Fikayo Tomori, meanwhile, was reintegrated into the squad after initially being excluded, and has been included in Milan's Europa League list. Milan arrive at Juventus with momentum but a defensive headache that the window failed to solve.