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Milan’s journey through three breaks shows growth, uncertainty, and a search for identity

Wajih by Wajih
17 November 2025
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Massimiliano Allegri AC Milan

Massimiliano Allegri (AC Milan via Getty Images)

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We have reached another break, the third of the season, perhaps the first true turning point of the championship. Milan’s journey so far is unfolding in stages, marked by three moments, the three breaks, in which Max Allegri’s team has appeared in completely different ways.

An uneven path reflects a reality: Massimiliano Allegri’s AC Milan side is still searching for a stable identity, one that goes beyond flashes of brilliance from USMNT star Christian Pulisic and Rafael Leao. Within this alternation lie the three stages of the Rossoneri’s journey, capturing uncertainties, growth, and an identity yet to be defined. If the October break showed strong positive signals, the November break presents a more uncertain image, almost a return to old habits.

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Milan and the September break: a first taste of fragility

The season started with a loss and a win against Cremonese and Lecce. Three goals scored and two conceded. Modest numbers reveal a key detail: a team still in preparation, brilliant at times but highly vulnerable. Head coach Massimiliano Allegri inherited a group used to oscillating, and work on solidity requires time, but the first season checkpoint raised big doubts. Doubts eased by the still-open market, which provided a key addition for ex Juventus boss Allegri. Adrien Rabiot, for one reason or another, seems to settle things.

AC Milan and the October break: the best Rossoneri version

The real turning point came after the second break. Milan returned in September and excelled. The opponents were tough, but the team achieved three wins and a draw against Bologna, Udinese, Napoli, and Juventus. It was Milan’s most convincing display of the season: compact, intense, and coordinated.

Six goals scored and only one conceded from a penalty. Numbers and impressions alike suggested a title-challenging rhythm. The team pressed well, made few mistakes, and defended with a solidity far from previous tactical regimes. Max Allegri seemed to provide a clear tactical identity, and Milan responded with maturity and focus. This stage confirmed the squad’s potential and reignited fan passion that had been dormant too long.

AC Milan and the November break: unexpected steps back

The third chapter brought mixed signals, highlighting some doubts without triggering alarm. The numbers resemble last season: no losses, but two wins and three draws, two of which felt like failures. Eight goals scored and six conceded show a Milan that must outscore the opponent to win. Echoes of Pioli’s style, far from Max Allegri’s intended mantra.

Draws against Pisa and Parma were emblematic: two 2-2 results recalling last season’s weaknesses. The team struggled with long phases, concentration lapses, and mental blanks that resurfaced old shadows. The issue is not points collected but the reflection these matches offer. Milan reached the November break in second place, two points behind the top, but the feeling differed sharply from a month earlier.

AC Milan's three breaks: what's the real picture?

The thread linking the three pauses is clear: Milan is a work in progress, capable of highs and periods of disorientation. The October break showed what the team can achieve, November reminded how much work remains. For the first time, Max’s AC Milan resembles the pre-Allegri team. A warning sign? Not yet. But it is a signal not to ignore.

In fact, Allegri has restored structure, but continuity is required for the rest of the season.

Meanwhile, the fans and club managers are waiting patiently for the January transfer window. There is talk of the Rossoneri club entering the market with the intention to strengthen the squad in two key areas: the defense and attack. One name in particular, which could be a huge asset if he joins the red and black side of the city, whether in the winter transfer window or next summer, is veteran striker Robert Lewandowski, who, despite being at the age of 37, can guarantee leadership, just like Modric. He also brings with him experience, and plenty of goals, something that Christian Nkunku and Santiago Gimenez have failed to deliver thus far in Serie A.

AC Milan currently sit in the third position with 22 points behind Inter and Roma (both with 24 points). Antonio Conte’s Napoli, the defending champions, also have 22 points in fourth position while Bologna and Juventus sit in fifth and sixth places with 21 and 19 points respectively. Mike Maignan and his teammates have done well overall, but there are negative points to study, and hopefully this break can serve to fix those issues, at least temporarily, with Adrien Rabiot and Ardon Jashari working to regain fitness, until some opportunities arise in the January transfer market window.

Conclusion:

The team needs efficiency in the final 25 meters, better balance in endings, and above all, an identity that does not crumble at the first slowdown. This will reveal itself only later. Milan is fully in the race, but the true challenge is to become a consistently recognizable team, not only when everything works.

AC Milan players celebrate ميلان
(AC Milan via Getty Images)
Tags: Milan
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Wajih

Wajih

A writer, passionate about football: Serie A and AC Milan in particular. For business inquiries, contact: wajihmzoughi1996 [at] gmail [dot] com

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