Massimiliano Allegri is reportedly set to be sacked by AC Milan following a disastrous end to the 2025/26 season that saw the Rossoneri miss out on UEFA Champions League qualification.

The breaking decision comes after Milan suffered a damaging 2-1 home defeat against Cagliari Calcio on the final day of the Serie A campaign — a result that confirmed the club would finish outside the top four.

Now, a major rebuild is underway at San Siro, with Milan also searching for:

• A new CEO
• A new sporting director
• A new head coach

The club appears ready to begin a complete reset after a deeply disappointing season.

Allegri’s Return to Milan Ends in Disappointment

Allegri returned to AC Milan hoping to restore the club to the summit of Italian and European football.

Having previously managed Milan between 2010 and 2014 — winning the Serie A title in 2010/11 — expectations were high for his second spell at the club.

However, the reunion failed to deliver the success many supporters hoped for.

Despite flashes of defensive organization and tactical discipline, Milan struggled throughout the season with:

• Inconsistent performances
• Lack of attacking creativity
• Poor results against top sides
• Failure to maintain momentum in key moments

The final-day defeat against Cagliari became the breaking point.

Champions League Failure Proves Costly

Missing out on Champions League football is a huge setback for AC Milan both financially and competitively.

The club had targeted a return to Europe’s elite competition as a minimum objective this season, especially considering the investment made in the squad.

Instead, Milan’s campaign collapsed during the final weeks of the season as rivals capitalized on crucial dropped points.

Failing to qualify for the Champions League could now impact:

• Summer transfer plans
• Contract negotiations
• Financial flexibility
• The club’s long-term sporting project

For a club with Milan’s history and ambitions, the outcome is considered unacceptable.

A Full Revolution Beginning at Milan

Reports suggest Milan’s hierarchy are preparing widespread structural changes beyond the coaching position.

The club is reportedly searching for:

• A new sporting director to lead recruitment strategy
• A new CEO to reshape executive leadership
• A younger, modern football structure

This signals one of the biggest transitions Milan have faced in recent years.

The club’s leadership appears determined to modernize operations and create a more competitive long-term project capable of challenging both domestically and in Europe.

Allegri’s Tactical Style Divided Milan Fans

Throughout the season, Allegri faced criticism from sections of the Milan fanbase over the team’s playing style.

While known for his pragmatic and defensive approach, many supporters felt Milan lacked:

• Offensive intensity
• Creativity in possession
• Modern attacking structure
• Consistent pressing

Several matches saw Milan struggle to break down defensive opponents, leading to frustration among fans expecting more proactive football.

Although Allegri’s experience and tactical discipline were respected, results ultimately failed to justify the project.

What’s Next for AC Milan?

The focus now shifts toward identifying the next manager capable of rebuilding Milan into a serious Serie A and Champions League contender.

Potential priorities for the club include:

• Developing younger talent
• Building a more attacking identity
• Improving squad depth
• Returning to the Champions League immediately

Milan still possess a talented core of players, but major decisions will shape the future direction of the club over the coming months.

What’s Next for Allegri?

Despite the difficult ending at Milan, Allegri remains one of Italy’s most accomplished managers.

His career achievements include:

• Multiple Serie A titles
• Domestic cup success
• UEFA Champions League final appearances
• Managing some of Europe’s biggest clubs

Because of his experience, Allegri is still expected to attract interest from clubs seeking stability and tactical expertise.

However, his next project may require adapting to the modern demands of elite football after criticism surrounding Milan’s conservative style this season.

End of an Era Before It Truly Began

Massimiliano Allegri’s return to AC Milan was meant to bring stability, experience, and success.

Instead, it ended with disappointment, missed objectives, and another painful chapter in Milan’s rebuilding process.

Now, with the club preparing for a complete revolution behind the scenes, AC Milan face one of the most important summers in their recent history.

The pressure is clear:
Restore Milan back to Europe’s elite — or risk falling further behind Italy’s top clubs.

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