The Dutchman has worked wonders since taking charge of Ajax in 2010 and could revolutionize the Rossoneri, should the Italians decide to part company with their current coach.
"Last season, after a disastrous first half of the campaign," club owner Silvio Berlusconi explained, "I took a closer interest in Milan — and we snatched third place. I think that the team needs more of my help again today.”
Allegri must be as offended as he is fearful. Milan is indeed struggling once more, with Saturday’s 2-2 draw with Livorno having left it ninth in the table, a staggering 22 points behind leader Juventus, and 14 adrift of third-place Napoli.
The one saving grace has been its relatively respectable European form, with Milan only needing a point from Wednesday’s clash with Ajax at San Siro to progress to the knockout stage of the Champions League.
|THE DUTCH VIEW ON DE BOER
"De Boer stands for the style of play that made Ajax a huge club in the 1970s and mid-90s: lots of possession, high pressing and always trying to dominate the game. It doesn't matter if the opponent is Barcelona or RKC Waalwijk, De Boer doesn't change his approach.
"If he has a flaw, it's that he sometimes expects his players to be as talented as he was. That's why assistant coach Hennie Spijkerman has an important role to play.
"Just like in his playing career, though, De Boer wants to achieve as much as possible. In Amsterdam, though, he's already at his peak and he knows that he can't win the Champions League with Ajax. A move to a bigger club is inevitable and a club like Arsenal or Barcelona would suit him best because these teams play the way he wants.
Remember, the ex-Italian prime minister wanted to oust the former Cagliari boss last summer, having had his heart set on bringing former Rossoneri midfielder Clarence Seedorf back to Milanello as coach.
Berlusconi was ultimately persuaded to persist with Allegri for one more year by CEO Adriano Galliani but there will be no stay of execution for this dead man walking should Milan bow out of Europe.
Pippo Inzaghi, who is now in charge of the Primavera, is in the running to be the next coach of Milan but Seedorf remains a firm favorite of Berlusconi’s. However, whenever the Milan supremo does finally decide upon a change of leadership, he would be better advised to turn to another Dutchman, the one who will be in the opposition dugout at San Siro on Wednesday.
Frank de Boer has done an incredible job since being promoted from within the Ajax youth ranks to the senior side in 2010. The former Netherlands international has led the Amsterdam outfit to three successive titles, but it is not his trophy haul that marks him out as the ideal candidate for the San Siro hot seat. There are a number of other far more compelling reasons.
Firstly, there is the fact that De Boer took charge of Ajax at a time of bitter internal warfare, with the club’s supervisory board ultimately resigning over a court ruling that upheld Johan Cruyff's case against the appointment of Louis van Gaal as CEO.
These were two men who De Boer idolized; two men that have heavily influenced his coaching philosophy. Yet he handled the situation with the kind of class, composure and perception he exhibited during his playing days.
"It's a real shame that they don't seem to get along," the former center back mused. "They have much more in common than they think. They both really love Ajax, enjoy attacking football ... but are pretty stubborn."
Marco van Basten was just one of those impressed by the way in which De Boer managed put all the politicking to one side and lead Ajax to the title that season, having found the internal divisions too much too handle during his return to Amsterdam in a coaching capacity in 2008.
"There are many people at Ajax who try to interfere with all sorts of things, but Frank remains very quiet," the legendary Netherlands striker explained. "For me, the power of Ajax is Frank de Boer.”
Having honed his skills of diplomacy in Amsterdam, De Boer would therefore hardly be intimidated by the current power struggle raging at San Siro between Berlusconi’s daughter, Barbara, and Adriano Galliani.
Furthermore, De Boer would have little trouble in dealing with Milan's newfound prudency in the transfer market. The aforementioned sales of Thiago Silva and Ibrahimovic were essential in terms of balancing the books at Milanello and, while Milan remains a major player in the Italian market, it simply can no longer compete with Europe's elite.
However, one could argue that De Boer would not only handle such a situation, but embrace it. Ahead of last year's Champions League win over the Abu Dhabi-backed Manchester City, De Boer stated: "We don't have their kind of money so we have to be creative. I like our style better because buying players is a lot easier.”
Given his background in Ajax's fabled youth academy, De Boer would also fit in perfectly with Milan’s aforementioned desire to rejuvenate its squad, while at the same time addressing their recent overreliance on prima donnas — like Ibrahimovic and, currently, Mario Balotelli — just as he immediately did at the Amsterdam Arena with Mounir El Hamdaoui.
“Football is a team sport, not an individual sport,” he said. “[Ajax’s] strength is that we are not dependent on one person."
Likewise, De Boer's strength is that he is not dependent upon one point of view. Not only does he surround himself with talented ex-teammates for whom he has the utmost respect, he has also drawn on the teachings of both Van Gaal and Cruyff to create arguably the perfect coaching model for Ajax.
Could it work at Milan? It would be difficult, but there is clearly no one better qualified than De Boer to make it happen. To put it simply, he is the best man for the job.