GdS: From Origi to Estupinan - how Milan lost momentum with four bad transfer campaigns
Briefly

GdS: From Origi to Estupinan - how Milan lost momentum with four bad transfer campaigns
"Milan not only made mistakes in signing the right players to put around that title-winning core, but they also then failed to properly replace those cornerstones who left, like Kjaer, Tonali, Kessie, Giroud, Ibrahimovic, Theo Hernandez and Calabria to name just a few."
"Barely anything has been achieved over the last four years on the field. Only one trophy arrived: the Supercoppa Italiana in January 2025. Now, Milan are fighting for qualification for next season's Champions League, but then what will the summer bring?"
"The big-money signing was Charles De Ketelaere for €37.5m plus bonuses after a gruelling negotiation. He would flop and move to Atalanta, who bought him permanently. Milan also signed Malick Thiaw for €13m from Schalke, who would then be sold to Newcastle in the summer of 2025 for €35m. From a financial standpoint, this represents a significant capital gain, but he was never consistent at Milan."
"The most significant investment was Tijjani Reijnders from AZ Alkmaar for nearly €25m. He had a decent first season, a superb second, and was then sold to Manchester City for €58m plus €14m in bonuses. The acquisition of Christian Pulisic was also a good one, and despite a lack of goals in the first half of 2026, he has fully fulfilled his role for two and a half years. The American has 42 goals in 132 appearances for Milan, and he cost only €21m."
Milan made errors in signing players around a title-winning core and failed to replace key departures such as Kjaer, Tonali, Kessie, Giroud, Ibrahimovic, Theo Hernandez, and Calabria. Over four years, only the Supercoppa Italiana in January 2025 was won. The club is now competing for qualification for next season’s Champions League, raising uncertainty about what the summer will bring. In 2022, Charles De Ketelaere was signed for €37.5m plus bonuses but flopped and was later sold to Atalanta. Malick Thiaw was bought for €13m and later sold to Newcastle for €35m. Aster Vranckx and Sergiño Dest had limited impact, while Divock Origi scored twice after arriving on a free transfer but then disappeared. In 2023, Tijjani Reijnders cost nearly €25m, performed well, and was sold to Manchester City for €58m plus €14m in bonuses. Christian Pulisic was also signed for €21m and produced 42 goals in 132 appearances over two and a half years.
Read at SempreMilan
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