Milan Without Direction: No Technical or Managerial Leadership in Place
It is May 29, 2026, and AC Milan still has no head coach, sporting director, technical director, or CEO. A situation that demands fast, decisive answers. While Juventus, Napoli and Inter have already filled their respective dugouts, the club from Via Aldo Rossi finds itself deep in a phase of searching and reflection.
Contacts are multiplying in Milan: phone calls, soundings, exploratory meetings. Agents and representatives confirm they have been approached by the club, a sign that the Rossoneri leadership is exploring every available option on the market. The machine is moving — albeit later than its direct rivals.
Napoli Close Allegri in Four Days: The Comparison That Stings
The most emblematic case comes from the other side of the table: Aurelio De Laurentiis, following Antonio Conte’s departure, wrapped up the signing of Massimiliano Allegri in under four days, sealing a two-year deal. Allegri is back on the touchline, restarting his career from Napoli. A swift, decisive, effective move — everything that Milan still seems to lack at this stage.
As previously reported on this site, the coaching market has heated up and Milan has watched on as a bystander, a position that does not befit a club of this history and stature.
The Refusals Carry Weight: Iraola Says No and the Message Is Clear
The most uncomfortable data point of this period cannot be ignored: some coaches have already turned Milan down. The most glaring case is that of Andoni Iraola, the emerging Spanish manager who recently parted ways with Bournemouth, who didn’t even seriously consider the Rossoneri’s approach due to the perceived disorganisation within the club.
This is a significant signal. Today’s managers don’t move on name or prestige alone — they ask for a clear project, a defined organisational structure, a realistic budget, and certainty over who is in charge and with what vision. Elements that Milan currently struggles to offer with clarity.
The silver lining? Whoever does choose Milan will do so with full awareness and conviction — and that is no small thing.
A Full Restructure: It’s Not Just About the Bench
The managerial question is just the tip of the iceberg. Milan needs a complete overhaul: a sporting director, a technical director, a CEO and a coherent transfer market plan. A building site open on multiple fronts, requiring vision and coordination. The challenge is enormous, but Milan’s history shows that in moments of transition, the club has often managed to reinvent itself and come back stronger.
On the sporting director front, one name that has been circulating is that of Francisco Planes, whose position is yet to be finalised. An experienced international profile who could bring valuable competence and vision to the project.
