Going into the 2025-26 season, there is one question about AC Milan: can they get themselves back among the Serie A elite?
To summarise the 2024-25 campaign for the Rossoneri, it would be fitting to use just one word: disaster. In addition to finishing eighth in the league, Milan were knocked out of Europe by Feyenoord and lost the Coppa Italia final to Bologna.
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Only the Supercoppa Italiana win at the start of January offered any respite. However, the management did what needed to be done to try appease an angry fan base by enacting big changes.
What next for Milan?
Igli Tare became the new sporting director, and the man tasked with doing the business to launch a revival. He was busy early on, as even his first day consisted of many meetings rather than casual coffees and greetings.
The fact of the matter is that Tare hasn’t really had much of a choice. A number of mitigating circumstances have made it just about the busiest fortnight possible for the new market man, who has operated on multiple negotiating tables at the same time.
In truth, the former Lazio director has inherited a bit of a mess. He worked quickly to secure the return of Massimiliano Allegri as the head coach, allowing Milan to get off the coaching carousel early and feeling content, but there is much more to do even before the middle of June.
Let’s be clear: using a sportsbook like Lottoland for football betting on a club like Milan evokes romance as much as math. There’s a feel-good story about Allegri’s return being romantic.
The former Juventus man was at Milan from 2010 to 2014, winning the Scudetto in his first season in charge and the Supercoppa not long after. However, by the end it was sour, and he was sacked after a 4-3 loss to Sassuolo in the 2013-14 campaign.
We have written at length before about how Allegri is putting more into this particular job than he has the first weeks of any other role he has had. The proof will be in the pudding though, and the results on the field.
Since leaving Milan though, Allegri has established himself in the elite of Italian managers. He won a total of 12 trophies during his two spells as Juventus manager including five Serie A titles, five Coppa Italia titles, and two Supercoppa Italiana titles.
Are Milan worth a cheeky punt, or should the rest of Italy raise a glass to their decline? Is the allure of a big name enough, or will the lack of consistent home field advantage on the grandest stages prove to be their ultimate downfall? Drop a comment below and let us know where you’d lay your money.
