A Month of Inertia: Milan Without Sporting Leadership
It is 21 June 2026, and AC Milan finds itself in a situation that, to put it plainly, has few precedents in the club’s recent history. Almost four weeks have passed since the dismissal of key sporting executives — including Igli Tare and Giorgio Furlani — and no replacement capable of steering the transfer market machine has yet been appointed.
A void that weighs heavily. This is not merely an incomplete organisational chart on paper: without a Sporting Director or Technical Director, Milan cannot open official talks with agents, cannot send or receive concrete offers for players, and above all cannot build a structured technical project for next season.
Who Decides? The Gimenez Case and Orlando City’s Interest
The Santiago Gimenez situation makes this fragility even more evident. The Mexican striker, who joined Milan last season after a brilliant spell at Feyenoord, has reportedly attracted interest from Orlando City of MLS. According to sources from Mexico — where the centre-forward is a household name — the American franchise has shown strong interest in bringing him across the Atlantic.
But here is the crux of the matter: who negotiates? Who evaluates the offer? Who responds to Orlando City? The delegations left vacant by Furlani have formally passed to Calvelli, an internal administrative figure who, however, does not possess the technical-sporting expertise required to handle negotiations of this level. A word from the head coach might come through, but that is not enough: a complete executive figure is needed, one capable of engaging with agents and holding a clear vision of the squad.
As for Gimenez himself, the rumours seem destined to remain just that for now. The number 9 had a below-par 2026 World Cup with Mexico — very few minutes in the second game, absent in the first — but his ambitions remain firmly in Europe. A move to MLS does not appear to be on his radar: dropping from Serie A to America would represent a competitive step backwards for a forward born in 2001 who still has much to prove at the highest level.
Pre-Season Approaches: Three Weeks to Build Everything
What is most concerning is the time factor. In less than three weeks, Milan must report for pre-season. And the key figures — those who will need to build the squad alongside the manager — have not yet been identified. The search for a new Sporting Director has restarted, but time is running dangerously short.
It is no secret that Milan already lags behind other Serie A heavyweights and the leading European clubs, many of which have already defined their transfer targets and opened concrete talks. Building a competitive squad in a matter of weeks, starting virtually from scratch on the executive front, will be an enormous challenge. A challenge that, however, this team and its supporters deserve to see tackled with the utmost determination and seriousness.
Rossoneri fans know all too well that when Milan finds its footing, it can be truly great. And this summer, however complicated, can still become an opportunity for a genuine comeback.
