Red and Black and Broken: The Collapse of AC Milan

As the curtain falls on the 2024/25 Serie A campaign, the contrast between Milan’s two great footballing institutions could scarcely be starker. Internazionale stride into their final domestic fixture against Como with the Scudetto still within their grasp and a Champions League final against Paris Saint-Germain on the horizon—a season of ambition approaching its apex. Meanwhile, across the city, AC Milan finds itself plunged into a crisis as deep as any in its storied history.

Sunday's 3-1 defeat to Roma served not only as a humbling blow but as a grim punctuation mark to a season of spiraling decline. That result sealed the Rossoneri’s fate—no European football in the 2025/26 season. For a club synonymous with continental glory, the absence from any UEFA competition is more than a disappointment; it's an indictment.

The loss also ended a decade-long league hex Roma had endured against Milan—10 matches unbeaten for the Rossoneri (6 wins, 4 draws). Leandro Paredes’ stunning direct free-kick, his first since May 2023, was emblematic of a Milan side repeatedly undone by moments of individual brilliance from the opposition. All six of the Argentine's recent Serie A goals have come from dead-ball situations—set-piece precision, Milan’s defensive undoing.

This latest disappointment came hard on the heels of a Coppa Italia final defeat to Bologna—whose 1-0 win delivered their first major silverware in over half a century. For Milan, it was another blow in a season pockmarked by underachievement and missed opportunity, likely bringing a premature end to Sergio Conceição’s ill-fated tenure.

The Poisoned Chalice of Milan’s Hot Seat

The managerial role at AC Milan, once one of the most coveted in world football, has become a precarious proposition. A poisoned chalice, if ever there was one. Just three Serie A titles this century—2004, 2011, and 2022—belie the club's glorious past and highlight its steady decline.

With one match remaining, Milan trail Inter by a staggering 18 points and likely champions Napoli by 19. These are not the numbers of a proud giant experiencing a temporary lapse—they speak of systemic rot.

The descent began with instability at the top. In 2017, Silvio Berlusconi—Milan’s patriarch for over three decades—sold the club to Chinese businessman Li Yonghong. "Milan has now embarked on this path towards China," Berlusconi declared, perhaps unaware that this path would soon veer off a cliff. Li defaulted on a loan within a year, prompting US hedge fund Elliott Advisors to seize control. While Elliott injected capital and a sense of direction, their stewardship was always a bridge to another owner, RedBird Capital Partners, who acquired the club in 2022 for €1.2 billion.

Transfers Without Vision

The financial turbulence has left an enduring mark, particularly in the transfer market. Unable to consistently compete for elite talent, Milan have instead relied on ageing stars and hopeful punts. The short-lived and ultimately fruitless signings of Alvaro Morata—six goals in 25 matches before a loan exit to Galatasaray—and Kyle Walker, who returns to Manchester City after a disastrous spell, epitomize the reactive and ill-considered recruitment strategy.

The removal of Paolo Maldini as technical director—despite his status as a club icon, may have placated some factions of the fanbase, notably the Curva Sud ultras. But the optics of dismissing a symbol of Milanese identity, particularly at a time of cultural drift, only reinforced the perception of a club unmoored from its legacy.

Zlatan's Influence and a Leadership Vacuum

The presence of Zlatan Ibrahimović in a senior advisory role was initially greeted with enthusiasm. His aura, charisma, and affinity for Milan were expected to inject the kind of mentality the squad so desperately lacked. Yet his bullish proclamation—"I am the boss and I am in charge, all the others work for me"—has aged poorly. Fonseca, his chosen savior, lasted barely six months. Conceição, his successor, proved equally ineffective.

At the time of Fonseca’s sacking, Milan sat eighth, eight points adrift of a Champions League berth. Now, they sit ninth—seven points from the same goal, with a single game left to play. The stagnation is palpable.

Stars Dimmed and Systems Broken

On the pitch, Milan have too often resembled a team devoid of structure, cohesion, or fight. Joao Felix, a marquee name brought in to inspire, has managed just one goal across 16 appearances. The warning signs were clear from his stints at Barcelona and Chelsea—raw talent wasted in a tactical void. Milan’s willingness to gamble on such a player, rather than invest in industrious, system-driven profiles, reflects deeper dysfunction.

Even bright spots are tinged with frustration. Rafa Leão’s tally of 11 goals and 10 assists reads well on paper, but his performances in critical moments have been subdued. Santiago Giménez, a standout at Feyenoord, has found the leap to Serie A challenging. And Theo Hernandez, once a marauding threat down the left, now oscillates between brilliance and calamity.

What Lies Ahead?

Milan’s path back to prominence will be long and uncertain. Restoring the club’s stature—domestically and in Europe—requires more than funds. It requires identity, coherence, vision. It needs leaders who understand Milan's DNA, both on the pitch and in the boardroom.

Rome wasn't built in a day—and neither will be the Milan renaissance. But if the club continues to drift, relying on reputation rather than reason, it risks becoming a monument to past glories, rather than a participant in future triumphs.

What happens next remains a mystery. But it is no longer enough to invoke history. AC Milan must now fight for relevance.

Thank You

Faisal Caesar

The Special One’s Redemption: Mourinho and Roma’s Triumphant Return to European Glory

On a warm night in Tirana, at Arena Kombëtare, Roma found their moment in the sun. It all began with an audacious ball from centre-back Gianluca Mancini, whose precision found Nicolo Zaniolo ready for the spotlight. With the deftest of touches, Zaniolo controlled the ball on his chest, nudged it past an onrushing Justin Bijlow, Feyenoord’s keeper, and brought the match to life in the 32nd minute. Roma took a slender but electrifying lead.

The players leapt up from the bench, their joy palpable. Yet one figure stayed still, eyes fixed, his expression unmoved: José Mourinho. The job was far from over, and he, more than anyone, knew the intensity required to see it through. With an hour remaining, the Italian side would be under siege.

Feyenoord retaliated with full force, striking the woodwork twice as Roma’s grip on their lead grew tenuous. Yet every strike, every shot on target was met by Rui Patricio’s unwavering presence in goal. Mourinho’s approach was characteristically stoic, tactical, and pragmatic—defensive solidity and counter-attacking poise. A strategy he had deployed time and again in his career. For him, there was pride in "building from the back," forcing opponents forward, only to punish their vulnerability on the counter. His detractors called it conservative; Mourinho called it effective. After all, a trophy speaks louder than tactics.

And so, as the final whistle sounded, history was made. Mourinho became just the second manager, after Giovanni Trapattoni, to claim five major European trophies, and Roma lifted their first continental title since 1961. Mourinho, the self-proclaimed “Special One,” now embodied something else in the eyes of the Roma faithful—a symbol of resilience and redemption.

The Dramatic Journey

Yet Mourinho’s path to greatness was anything but smooth. In 2000, he’d been thrust into the limelight at Benfica, succeeding Jupp Heynckes after just four weeks. Despite swift improvements under his command, club politics cut short his tenure when newly elected president Manuel Vilarinho opted to bring in his own man. It was a misstep that Vilarinho would later regret. Mourinho moved on to Uniao de Leiria, lifting a struggling side into the league's top-tier ranks. Soon after, he led FC Porto to unlikely European glory, his tactical prowess and charisma now impossible to ignore.

Porto’s historic triumph in 2004 cemented Mourinho as a force. But the ambitious Portuguese manager was only just beginning. Chelsea came next, a team with resources yet no clear roadmap to greatness. Mourinho laid the foundations for a team that would dominate the English Premier League, a blueprint for success that he would replicate across Europe with Inter Milan, Real Madrid, and Manchester United. But his defining trait was always this: the willingness to take on teams that needed rebuilding, to push them to their limits, and to make winners out of unlikely contenders.

Impactful Time in Rome

His work at Roma proved no different. After a shattering 6-1 defeat to Bodo/Glimt, many speculated if the Mourinho era at Roma might unravel before it began. But adversity, for Mourinho, is fuel. He went back to basics, instilling unity in his squad and refocusing them on his ironclad defensive principles. The tactical system that emerged, blending a 3-5-2 or 3-4-3, became a natural fit for Roma’s young talents. Chris Smalling, Ibanez, and Gianluca Mancini formed a formidable trio in defence, while Tammy Abraham, Lorenzo Pellegrini, and Zaniolo shone in attack. Under Mourinho, even Henrikh Mkhitaryan—a player whose relationship with Mourinho had been strained at Manchester United—found fresh purpose.

Roma began to look different. Nicola Zalewski, once a central midfielder, flourished as a left winger, and Stephan El Shaarawy became a valuable substitute option, injecting pace and flair when needed. Mourinho’s pragmatism, as always, balanced his side, allowing youth to flourish with the reassurance of defensive discipline behind them.

It was the culmination of Mourinho’s tactical acumen and motivational prowess. The team stood transformed, defying expectations, and Tammy Abraham’s 27-goal haul was a testament to the renewed attacking freedom Mourinho inspired. "He is the best," Abraham exclaimed, and it was hard to argue otherwise. Roma’s victory wasn’t just Mourinho’s—it was a triumph of resilience, patience, and mastery of strategy.

Path Forward

Reflecting on his career, Mourinho noted, “It is one thing to win when everyone expects it, when you made the investments to win, but it’s quite another to win when something feels immortal, that feels truly special.” Indeed, he etched his name alongside Sir Alex Ferguson and Giovanni Trapattoni as one of the few to win titles in three different decades, a rare and extraordinary feat.

But as BT Sport’s Joe Cole suggested, this was just the beginning. Mourinho’s arrival had restored direction to Roma, rekindling belief in a club and a city where football is religion. His journey at Roma is ongoing, and one cannot help but feel that more triumphs await. As Mourinho retreats to the drawing board to plan Roma’s next steps, the Special One continues his quest—not for glory alone, but for greatness that transcends the trophy cabinet, leaving a lasting legacy on the sport.

Thank You

Faisal Caesar 

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