Sell before you buy...
At Milan, this has become a kind of mantra in the transfer market. Without departures—sometimes even significant ones due to the value of the players involved—the Rossoneri club struggles to accelerate on incoming deals that are seen as necessary to raise the team’s technical level. This year, it has already affected Tijjani Reijnders. Attempts to find new destinations for Theo Hernandez, Maignan, and Musah have so far failed, while rumors surrounding Rafa Leao have resurfaced. Amid all this, fans are wondering how the club intends to approach the upcoming season—one that must necessarily be a season of redemption. Last season’s eighth-place finish, far from the top spots, sealed Milan’s exclusion from all European competitions.
Stalled negotiations and a lack of urgency at Casa Milan...
The early signs aren't promising, especially as negotiations for the players identified as priorities to strengthen Massimiliano Allegri’s squad are progressing slowly. This mirrors the logic that has defined Milan’s recent summers: a reluctance to go beyond the symbolic threshold of 20 million euros for a single player—in the name of minimizing risk, a concept highly valued in financial circles—and long, exhausting negotiations aimed at getting the lowest possible price. All this while ignoring a crucial concept—particularly important this year with no “European distractions” and a chance to focus solely on the league: giving the coach a solid squad structure by the early weeks of July to build his work upon.
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A lack of balance in the AC Milan squad list:
What’s slowing things down isn't so much a purely economic need—although that’s still present for a club keen on safeguarding its finances and offsetting the lack of Champions League revenue—but rather the need to rebalance a squad built in recent years without taking UEFA list regulations into account. Milan’s squad includes few Italian players, even fewer homegrown talents, and too many non-local players over the age of 22. Currently, there are already 18 (with the limit set at 17), factoring in those who were expected to leave but haven’t, and others returning from loans with no current prospects for permanent sales. That’s 18—not including the nearly completed arrival of Luka Modric and the possible signings of other Allegri and Tare targets.

For instance, the club is targeting two new midfielders like Granit Xhaka and Javi Guerra, a potential new striker, and further reinforcements in defense.
Milan wants to avoid the same situation as in recent summers, when the surplus of over-22 players forced the club to leave some out of the Serie A and European competition lists (though that’s not an issue this year) and to offload others hastily, settling for loans without guaranteed purchase options just to free up space. In simple terms, the mistakes and confusion that characterized recent transfer windows are now limiting the room for maneuver available to new sporting director Igli Tare, who must operate within the strict financial boundaries set by the American ownership.
All these factors have already dampened the brief wave of enthusiasm sparked by the arrival of the former Lazio executive and the return of a high-profile coach. Milan’s transfer window has started—but it’s crawling forward. This is not exactly the ideal way plan a season meant for a comeback.
