After Sunday's emphatic victory over Lecce, Amorim has now reached a remarkable milestone in Milan's history, although the significance of his opening run only becomes clear when it is compared with some of the club's most famous managerial starts.

With the club reportedly setting a strict deadline for his contract renewal, the American superstar is about to learn his fate very soon.

Yet, amid the triumph of his club resurgence, a lingering shadow remains over his international legacy: When did the American talisman last find the back of the net for the United States?

The American’s return to the starting lineup is one of the biggest talking points ahead of Sunday’s clash, with Ruben Amorim looking for the right formula after a disappointing European night.

The American remains a key part of the Rossoneri project, but negotiations over a new deal could have major implications for where he sits within Milan’s wage structure.

Milan has reportedly made an early attempt to lure Viktor Gyokeres, with the Swedish striker’s uncertain situation at Arsenal opening the door to a potential January transfer story that could have wider implications for Ruben Amorim’s squad.

Christian Pulisic has endured a difficult stretch since returning from the World Cup, but the latest developments at Milan could offer him an important opportunity to change the mood around his season.

Milan's 2-0 loss to Benfica at San Siro exposed several problems in Amorim's side, but the aftermath could also bring an important change for Pulisic as the Portuguese manager looks for players who can execute his ideas more naturally.

The Portuguese manager faces growing scrutiny after a night that exposed several weaknesses in his team, and owner Gerry Cardinale has already discussed what went wrong and where the project goes from here.

The decision came on a frustrating night for Milan, which suffered a 2-0 defeat at San Siro in its opening Europa League league-phase match.

After entering the field from the bench against Benfica, Pulisic helped extend a streak that has followed him from his teenage breakthrough at Borussia Dortmund to his current chapter in Italy.

AC Milan and Benfica clash in Matchday 1 of the 2026-27 UEFA Europa League season. Here is all the information you need to watch this game live in the United States.

After finally getting onto the pitch against Lazio and making an immediate impact, Pulisic had appeared to be in line for a bigger role at San Siro, only for Ruben Amorim to take a different approach.

The American forward has already made his return after a difficult summer, but Ruben Amorim appears to have another decision to make as he prepares his team for one of the more demanding fixtures of the early season.

The Rossoneri looked completely out of the contest during a one-sided first half, but a dramatic second-half turnaround earned them a 2-2 draw and kept their unbeaten Serie A record intact.