The most pressing issue at AC Milan right now is the imminent departure of Rafael Leao, a situation that will define the final days of their transfer window. Galatasaray have tabled an offer of €45 million plus bonuses for the Portuguese winger, and the two clubs have reportedly never been closer to an agreement. Milan are asking for €50 million, but the gap appears to be narrowing fast. Leao's own preference was for a move to the Premier League or La Liga, yet with no concrete offer materialising from those markets, a switch to Turkey looks the most likely outcome.

What makes this moment particularly significant is the context around it. Nineteen-year-old Alphadjo Cissé delivered a stunning debut in the 2-1 Serie A opening win at Torino, scoring and impressing enough for manager Ruben Amorim to single him out as one of the most assured players on the pitch. Cissé had been close to joining PSV before Milan moved for him, and his performance has only made Leao's position in the squad more precarious. With Cissé now occupying the left attacking role that Leao long considered his own, the path back into Amorim's plans looks narrow.

Milan have also confirmed the permanent exit of Christopher Nkunku, who returns to Leipzig on a loan deal worth €4 million upfront and a €28 million purchase option. With Leao potentially following him out the door, the club are already scouting replacements, with Young Boys midfielder Alvyn Sanches among the names being monitored. Milan host Venezia on Friday in their second Serie A fixture, sitting fifth on three points after matchday one.