A Unique Challenge in Rossonero
AC Milan are heading into one of the most uncertain transfer windows in recent memory, with no fewer than ten first-team players away on international duty at the 2026 World Cup. While this is a testament to the quality of the squad assembled by the club’s recruitment team, it presents a unique challenge for the summer planning as the Rossoneri face difficult decisions over who stays and who goes.
No other Serie A side has as many representatives at the tournament in the United States, Canada, and Mexico. The figure highlights both Milan’s global scouting reach and the delicate balancing act facing the club’s hierarchy as they prepare for the new season.
The Ten Departures
Among those representing their nations are key figures from last season’s squad, including stars from across Europe, Africa, and the Americas. While some are likely to return to Milanello and resume their careers in red and black, others may have played their final games for the club.
Several potential departures have been the subject of intense speculation. Two players are widely expected to leave in the coming weeks, with Saudi Arabian and Premier League clubs expressing strong interest. A further three are described as ‘in doubt’, with their futures dependent on performances at the World Cup and the club’s ability to agree new contracts.
The remaining five are considered likely to stay, but their prolonged absence through pre-season — the World Cup final takes place on July 19 — means they will have limited time to integrate under whatever tactical system the new coach implements.
Contract and Market Complications
The situation is further complicated by the contract status of several players. Those entering the final year of their deals could see their market value fluctuate wildly depending on World Cup performances. A stand-out tournament could attract big-money offers; conversely, an early exit or injury could leave Milan holding depreciating assets.
Director Geoffrey Moncada and chief scout Antonio D’Ottavio face the challenge of making squad decisions in real-time while their players are thousands of miles away and out of direct contact. The club’s medical and fitness departments must also prepare tailored return-to-play programmes for players who could be involved deep into the tournament.
Strategic Implications
The situation also affects Milan’s approach to the summer transfer market. With no clarity on which players will return and when, the club must hedge their bets — identifying targets in positions that may or may not need filling, while ensuring they do not overcommit financially.
For Milan fans, the next few weeks will be a period of both excitement and anxiety. Ten players at the World Cup is a badge of honour, but it carries significant risk. The club’s ability to navigate this period with smart planning and decisive action could determine whether the 2026-27 season is one of progress or transition.
