Could Pep Guardiola Make a Surprise Move to AC Milan?

Milan Eyeing a New Era Amid Managerial Speculation

AC Milan is reportedly considering a bold move for Manchester City manager Pep Guardiola as they plan a fresh direction for the 2025/26 season. With Sergio Conceição expected to depart, the Rossoneri are actively searching for a new head coach, and Guardiola’s name has emerged in speculation.

While the Spanish tactician remains under contract with Manchester City until 2027, recent struggles and the need for a squad rebuild have led to whispers about his long-term future. However, the possibility of Guardiola moving to Milan appears highly ambitious and unlikely at this stage.

A Season of Disappointment for Milan

Despite being one of Italy’s most successful clubs, Milan has endured a turbulent season. Currently ninth in Serie A, they have suffered four defeats in their last six league matches and were eliminated from the Champions League by Feyenoord in February.

Their Coppa Italia semi-final against Inter Milan remains finely balanced, but even lifting the domestic cup may not be enough for Conceição to keep his job. Milan’s management, frustrated by the club’s decline, is actively exploring alternatives, with a major focus on bringing in a high-profile coach.

Fabio Paratici’s Arrival and Managerial Shortlist

Another major change at the club is the imminent appointment of Fabio Paratici as sporting director. The former Juventus and Tottenham Hotspur executive will become available this summer once his 30-month football ban expires.

Paratici is reportedly considering several managerial options:

• Roberto De Zerbi – The former Brighton & Hove Albion coach, now thriving at Marseille, has already been contacted.
• Antonio Conte – Currently leading Napoli’s title charge, but also linked with a Juventus return.
• Massimiliano Allegri – A Scudetto winner with Milan in 2011, currently without a club.
• Roberto Mancini – A serial league champion, both as a player and a coach.
• Maurizio Sarri – Another experienced Serie A coach available for hire.

Would Guardiola Ever Consider Milan?

While Guardiola’s name in the mix is surprising, it raises an interesting debate. The Spaniard has never coached in Italy but played in Serie A for Brescia and Roma during the twilight of his career.

At Manchester City since 2016, he has enjoyed unprecedented dominance, but this season has been challenging. City face the risk of their lowest Premier League finish since 2008, and with squad rebuild discussions already underway, Guardiola’s long-term commitment may depend on how the club navigates this transition.

Despite the speculation, a move to Milan would be a shocking twist in his career. But with football full of surprises, could this become a reality in the future? What do you think—would Guardiola thrive in Serie A?