The Rossoneri were in disarray after Li Yonghong was forced to relinquish control of the club in 2018, but they have now won their first title in 11 years.
They say that defeat teaches you more than victory. Stefano Pioli would undoubtedly agree with that theory.
According to the AC Milan coach, the 2022 Scudetto winners were born during a “horrible” and “humiliating” 5-0 loss to Atalanta in December of 2019.
“It was one of the most negative moments of my career, but it was also one of the most valuable,” he admitted to DAZN last week.
“That was when we realised what was needed to develop this team.”
And that’s exactly what he did, in conjunction with technical director Paolo Maldini, chairman Paolo Scaroni, CEO Ivan Gazidis and owners Elliott Management Corporation.
In the space of three years, they have taken a club on the verge of complete collapse after Li Yonghong’s disastrous spell at the helm, to champions of Italy for the first time in 11 years.
And they have done so without spending millions on superstar signings.
As Verona coach Igor Tudor told reporters earlier this month, “On paper, Milan only have the third – or fourth -best squad in the league.
“So, that shows what a great job the club and head coach have done.”
Indeed, in terms of recruitment, Maldini has pulled off one masterstroke after another – and after a very trying start to his tenure.
Back in October 2019, Maldini was a man under pressure. He and then-chief football officer Zvonomir Boban had identified Marco Giampaolo as the coach Milan needed to arrest years of underachievement.
However, the pair were forced to admit that he had made a mistake just four months, and seven matches, into Giampaolo’s reign.
Milan needed a reliable character to steady the ship, and perhaps more importantly, one willing to accept the role of head coach on what was effectively a temporary basis.
Pioli stepped forward, even though it was highly likely that he would be replaced at the end of what was expected to be a season of transition.
Indeed, Milan soon lined up Ralf Rangnick to revolutionise the Rossoneri from top to bottom.
Gazidis was not just willing to entrust Rangnick with the responsibility of looking after the first team; he was ready to give him the keys to the entire club.
However, neither Boban nor Maldini had been consulted, sparking a civil war at San Siro. The former quit in disgust; the latter appeared certain to follow suit.
But then something remarkable happened: Milan began to improve under Pioli – rapidly.
It also became clear that Maldini’s signings were starting to come good.
Gazidis, to his eternal credit, realised – just as Maldini had before with Giampaolo – that he had made a mistake.
The former Arsenal chief executive had hoped that Rangnick would be able to solve all of Milan’s problems, but at least one solution was already in place, so he decided to back Pioli.
It was a brave decision, but the right one.
Pioli had long been regarded as one of the game’s good guys; the dignified way in which he dealt with all of the constant speculation surrounding his job only offered further evidence of that fact.
However, he was not considered one of Italy’s top tacticians – more a journeyman, a useful stop-gap in times of trouble.
Pioli, though, proved the perfect appointment for a club in crisis.
“Stefano is always calm,” Gazidis says. “He’s a great man, not just a great coach, an example for all of us.”
It was perhaps unsurprising that Pioli and the famously composed Maldini proved such a perfect match.
As former Milan midfielder and coach Clarence Seedorf noted in an interview with Corriere dello Sport, “Paolo’s presence gives the team a winning mentality and embodies the Milan DNA.
“I know Maldini well and I know that he is always balanced – also in difficult times. He knows how to help the players and remain competitive. Thanks to him, Milan have made giant steps.
“I see a positive spirit at the club, one that comes from the coach’s hard work and his way of being. Pioli gives serenity to the team and the results speak for themselves.”
They certainly do. Milan have won the title with 86 points – their second-highest tally in the three-points-for-a-win era.
Sky Sport Italia also recently noted that Pioli’s points-per-game average (1.96) is better than those of Milan coaching legends Arrigo Sacchi (1.95), Nereo Rocco (1.95) and Carlo Ancelotti. Only Fabio Capello (2.02) boasts a better win rate in the entire history of the club.
However, this dramatic improvement is testament not only to Pioli’s man-management skills and previously under-rated tactical acumen, but also Maldini’s market moves.
There have been some disappointing transfers but, overall, the former defender’s record is remarkable.
Simon Kjaer, who initially arrived on loan, proved a crucial signing, helping to transform Milan’s defence into one of the best in Italy.
Even when the Denmark captain got injured earlier this year, in came an even more impressive signing, Pierre Kalulu, a €480,000 (£400,000/$500,000) signing from Lyon who had never previously played a single minute of top-flight football before arriving at San Siro.
Of course, having Fikayo Tomori alongside him undoubtedly helped Kalulu’s integration.
Chelsea are currently scouring Europe for top-class centre-backs, with Andreas Christensen and Antonio Rudiger leaving Stamford Bridge this summer, but it’s unlikely they’ll find a better one than Tomori – and certainly not for the €28 million (£24m/$29m) Milan paid for the Blues academy product.
The Englishman’s value is arguably now worth twice that figure, but who knows what kind of fee Mike Maignan would now command?
The loss of Gigi Donnarumma on a free transfer last summer could have devastated Milan.
But after deciding that they would not bow to the demands being made by the goalkeeper and his former agent, Mino Raiola, Maldini went out and lined up a sensational replacement before Donnarumma had even departed.
Indeed, Maignan, who was snapped up for just under €15m (£12.7m/$15.7m), has been the best goalkeeper in Serie A this season – and by some distance.
Sandro Tonali didn’t quite make the same immediate impact in Milan but, after a difficult first season at San Siro, the former Brescia man has developed into a fantastic all-action midfielder.
The comparisons with Andrea Pirlo were always misguided but so, too, was Tonali’s belief that he was actually more similar to Gennaro Gattuso. As Pioli has pointed out, the 22-year-old is now looking more like the new Daniele De Rossi.
Milan also feel they’re in possession of the new Thierry Henry.
There are undoubtedly similarities between the young Henry and Rafael Leao: the blistering pace and the almost nonchalant finishing.
Leao, of course, still has some way to go before he can be compared to the Henry we saw at Arsenal, but the potential is obvious as he was named Serie A MVP following the final day of the season.
We’re now seeing why he was regarded as the biggest talent ever to come out of Sporting’s famed academy, which only makes it more incredible that Milan managed to sign him for just €23m (£19.5m/$24m).
Remember, a host of top clubs wanted the former Lille man, but Maldini made the difference for Milan, putting in a call to Leao that convinced the Portuguese to move to San Siro.
It was also a direct chat with Maldini that convinced Theo Hernandez to join the Rossoneri.
But why Real Madrid and former coach Zinedine Zidane agreed to allow the most exciting left-back in the world leave the Bernabeu for just €20m (£17m/$20m) remains a mystery.
All we know for sure is that Maldini and Milan have a fantastic eye for a bargain buy, particularly when it comes to young players.
However, the decision to pick up the then-38-year-old Zlatan Ibrahimovic on a free in January 2020 was arguably the Rossoneri’s most important decision.
The Swedish superstar added both experience and confidence to a young, insecure group of players at a crucial juncture in the team’s development – just a matter of weeks after that devastating defeat in Bergamo.
Ibrahimovic is renowned for his supposed arrogance – and he undoubtedly plays up to his egotistical persona – but he too immediately clicked with the humble Pioli, becoming something akin to an assistant coach.
Before their crucial win at Verona – a city in which many far more revered Milan sides of the past have come a cropper – Ibrahimovic told his team-mates before kick-off: “Everyone remembers the Milan players who won the Scudetto or the Champions League, so if we want to be remembered, we’ve got three games to do it.'”
Milan came from behind to triumph 3-1 at the Marcantonio Bentegodi, then beat Atalanta at a sold-out San Siro and overcame Sassuolo 3-0 in Reggio Emilia to pip city rivals Inter to the title by two points.
And Ibrahimovic was right: immortality is indeed theirs now. Nobody will forget the names of Pioli’s players.
They have done something extraordinary; something that nobody expected, given the club was in total disarray just three years ago.
Milan, after all, are still counting the cost of Yonghong’s calamitous reign. They are not yet back competing on the same financial plain as many of their rivals in Italy, let alone Europe.
However, while Tudor was quite correct when he said that Milan don’t have the best players in Serie A, they do have the best team in the league. And the best coach.
Nobody can dispute that now.
