As a player, Gattuso played numerous matches under Ancelotti during the Italian manager's stay at AC Milan as the pair won two Champions League titles together. The duo had a great relationship until Gattuso took over the reins at Napoli after Ancelotti was fired. While Napoli CEO Aurelio Di Laurentiis was planning to sack Ancelotti, he held initial talks with Gattuso. When Ancelotti heard about the rumours, he contacted his former student, but Gattuso denied any such contact. A few days later, after defeating Genk in the Champions League, Ancelotti was fired and later on Gattuso was hired. The latter did not inform his former boss of his decision to take over the remains. The situation escalated to such an extent that when Ancelotti came back to clear his locker, he avoided eye contact with Gattuso.
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