Allegri’s potential move to Naples comes amidst a period of significant uncertainty at the San Siro that resulted in his dismissal on Monday. Despite his reputation, his second stint with the Rossoneri reached its after just one season, following Milan's failure to qualify for the Champions League after finishing the season in fifth place.
While Allegri was under contract with the Milanese giants for 2027, the prospect of a fresh start in the south of Italy appears to have been irresistable. De Laurentiis has long been an admirer of Allegri’s pragmatism, and the timing finally appears right for the two parties to strike a deal that would see one of Italy's most successful coaches switch allegiances.