Milan and Allegri Near Contract Resolution After Weeks of Tension

FolioPitch.com – 29 June 2026 | The Sky Resolution between Milan and Allegri expected after weeks of intense tension appears to be finally at hand, as reports indicate that Massimiliano Allegri is set to meet with AC Milan management today to formally terminate his contract. The long-running saga, which has dominated headlines in Italian football, is on the verge of conclusion, paving the way for Allegri to join Napoli.

According to sources, Allegri’s legal representatives have been in frequent contact with Milan officials over recent weeks. The negotiations have been marked by what Sky describes as ‘weeks of intense tension,’ primarily due to a dispute over the severance package. Allegri, who was dismissed by RedBird on May 25 and later informed via email, demanded a payout of at least €5 million. Milan owner Gerry Cardinale reportedly responded coldly to this demand, causing a stalemate that has only now begun to thaw.

The Sky Resolution between Milan and Allegri expected after weeks of intense tension will not only free Allegri from his contract, which ran until 2027, but will also allow his backroom staff to move on. Goalkeeping coach Claudio Filippi has already accepted an offer from Fiorentina, while Bernardo Corradi has been appointed as the new Sampdoria coach. Other assistants, including Marco Landucci, Aldo Dolcetti, Francesco Magnanelli, Maurizio Trombetta, and fitness coach Simone Folletti, are also expected to depart. Goalkeeping coach Daniele Borri and scouts Roberto Bosco and Emilio Doveri will likewise leave the club.

Allegri’s next destination is already set: Napoli. The former Juventus boss has agreed to a three-year contract worth approximately €5 million per season. Once the termination with Milan is finalized, he will be free to sign with the Partenopei. This move comes as Napoli seeks a replacement for Luciano Spalletti, who led the club to the Scudetto but then departed.

The entire process has been described as ‘intense’ due to the delicate nature of the severance negotiations. With the summer transfer window officially opening today, both parties are keen to draw a line under the matter. The Sky Resolution between Milan and Allegri expected after weeks of intense tension will end a chapter that has lingered since Allegri’s dismissal in late May. Milan, for their part, are eager to move forward with their own planning under new coach Stefano Pioli’s successor—though Pioli remains for now.

Allegri’s tenure at Milan was short and controversial. Hired in 2023 after a successful stint at Juventus, he failed to replicate that success at San Siro, leading to his dismissal after just one season. The protracted negotiation over his exit has only added to the sense of disappointment. However, with a resolution now imminent, both sides can focus on the future.

The impact of this deal extends beyond Milan and Allegri. Napoli, who had been searching for a top-tier coach to maintain their status as Serie A champions, view Allegri as the ideal candidate. His experience and tactical acumen are expected to stabilize the team after a summer of change. For Milan, the financial terms of the settlement remain undisclosed, but the club has likely agreed to a compromise to avoid further legal wrangling.

In conclusion, the Sky Resolution between Milan and Allegri expected after weeks of intense tension marks the end of a bitter dispute. Allegri’s move to Napoli signals a new beginning for both parties, while Milan can now turn their attention to building a squad capable of challenging for the title. The resolution, though long in coming, provides clarity in a summer already full of transfer market activity.