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‘Here we go!’: Milan duo Christian Pulisic and Santiago Gimenez set for new era under Cristiano Ronaldo’s ex-boss

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Santiago Gimenez (left) and Christian Pulisic (right)
© Getty imagesSantiago Gimenez (left) and Christian Pulisic (right)

A major decision has been made behind closed doors at Milan’s headquarters, and while fans waited anxiously for confirmation, the phrase “Here we go!” finally echoed across the Italian media. The mystery surrounding AC Milan’s managerial seat is over—Cristiano Ronaldo’s former coach has sealed his return to San Siro, and with him begins a bold new chapter for the Rossoneri.

Whispers turned into headlines over the past 48 hours, as negotiations between Milan’s hierarchy and a seasoned tactician gathered pace. Igli Tare, the club’s newly appointed sporting director, played a pivotal role in orchestrating the deal alongside CEO Giorgio Furlani. After a flurry of high-level meetings at a hotel in central Milan, contracts were signed at the office of the coach’s agent, Giovanni Branchini.

But who is this returning figure?

Massimiliano Allegri, the man who guided Milan to their last Serie A title in 2011, is officially back. After 11 years away—and only one year removed from his departure at Juventus—Allegri has signed a contract with Milan, bringing him back to the club where he once ruled Italian soccer.

ronaldo allegri

“Allegri has signed the deal that will bring him back to the Rossoneri,” reported transfer insider Fabrizio Romano, confirming what had become inevitable. The contract is a two-year deal with an option for a third, and valued at €5 million per season, with performance-related bonuses boosting the total potential earnings.

From Turin turmoil to Milan ambition

Allegri’s most recent chapter ended in controversy. Despite winning the Coppa Italia with Juventus this May, he was sacked just hours later following an altercation with Juve’s sporting director Cristiano Giuntoli. That incident, however, did little to deter the Red and Blacks, who saw Allegri as the perfect fit for a team seeking renewed domestic dominance and European relevance.

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Originally, Allegri had been linked with Napoli, with reports suggesting he was a top candidate to replace Antonio Conte. But with Conte opting to stay at the Stadio Diego Armando Maradona, Milan pounced. “Massimiliano Allegri is the new Milan coach after signing the two-year contract with an option for a third this evening,” confirmed Sky Italia.

Italian renaissance at Milan

The 57-year-old’s return also signifies a shift in Milan’s recent coaching trend. After a period marked by Portuguese tacticians, the club has re-embraced Italian leadership, and Allegri’s experience is expected to be the stabilizing force they sorely need.

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In his first stint at the San Siro, Allegri managed 178 games, tallying 91 wins, 49 draws, and 38 defeats. His team scored 303 goals and conceded 178, an era best remembered for that 2010–11 Serie A triumph and an Italian Super Cup victory the following year. Now, the challenge is to rebuild—again.

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