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4) 2009/10 Premier League title
Another club Ancelotti was arguably prematurely dismissed from was Chelsea, who have a ruthless policy when it comes to sacking managers.
However, one of the most iconic moments of his career was proving, after being so successful at Milan, that he could lead a Premier League team to the title. Winning the Premier League with the blues was unquestionably one of the best moments in his managerial career.
The Chelsea side of 2009/10 that lifted the title set a new record for goals, scoring 103, 17 more than Manchester United scored that season. This must have only emphasised how pleased Ancelotti was with his Chelsea players and how well they adapted to his system.
Although he was sacked a year later, he will recall his time at Chelsea and their winning the league as one of the special moments in his career because of how free-flowing and well-rounded his side was.
Also read: 5 iconic moments from Jose Mourinho's career
