AC Milan encounters significant challenges this season, particularly regarding their wing backs. A recent transfer saga involving Pervis Estupinan highlighted the tension, as AC Milan was close to selling him to Aston Villa. The clubs had reached an agreement, but incoming coach Ruben Amorim ultimately vetoed the deal, a decision that is now under scrutiny.

In their latest match, a 2-2 draw with Lazio, Estupinan's defensive lapses contributed to Milan's struggles. Diego Moreira salvaged the game with two late goals, but the initial defensive errors, particularly by Estupinan, raised eyebrows. Italian journalist Alfredo Pedulla criticized Amorim's choice to keep Estupinan, stating, "Estupinan is asleep on the defending for the goal. It’s a reckless choice by Amorim."

This situation not only puts Estupinan in the spotlight but also reflects poorly on Amorim's judgment. The coach now faces backlash for his decision, suggesting that Aston Villa may have avoided a potential issue by not acquiring Estupinan. Both players, Estupinan and Moreira, offer offensive potential as wing backs but show vulnerabilities in defense. Amorim's upcoming season is set to be challenging as he navigates these critical decisions.