Maldini Shirt Worn as Theo Hernandez Reconnects in Milan
Former AC Milan defender Theo Hernandez reconnected with former technical director Paolo Maldini during the November 2026 international break, sharing a picture of the meeting while wearing a shirt dedicated to the club icon. The publication of the photograph drew widespread attention across social media, capturing a distinct moment of reflection for those connected to the modern history of San Siro.
The encounter took place in Milan, where Hernandez returned while away on international duty. The left-back, who completed a move to Saudi Pro League outfit Al-Hilal in the summer of 2025, framed the photograph with a public message of reverence toward the individual who helped orchestrate his initial move to Serie A.
AC Milan
clubSan Siro Bond Persists Through Theo Hernandez and Paolo Maldini Meeting
Hernandez’s development at AC Milan saw him evolve into one of the European game’s most dynamic full-backs, operating with explosive forward runs and high goal contribution alongside winger Rafael Leao down the left flank. The structural foundation of that team shifted significantly following Maldini’s dismissal as technical director in June 2023, a departure that signaled a transitional era for the squad’s core leadership.
That architectural shift continued through subsequent transfer windows, eventually leading to Hernandez’s exit to Al-Hilal. Leao similarly departed San Siro to sign for Turkish side Galatasaray, marking the dispersion of the lateral partnership that defined Milan’s recent title-winning era.
Rafael Leao
playerSocial Exchange Highlights Lasting Personal Connections
Respect and admiration, always.
The photograph posted on Hernandez’s official Instagram account brought immediate commentary from former teammates. Leao responded directly beneath the picture, writing that he was “on his way” to join the get-together, highlighting the lingering ties between the key figures of Milan’s previous sporting project.
The meeting underscores the enduring influence Maldini maintained over the players he brought to the club during his executive tenure. While the professional paths of Hernandez, Leao, and Maldini have diverged across different leagues and roles, their shared period in Lombardy remains a focal point of their ongoing personal relationships.