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2) 2007 Champions League title
Ancelotti once again showcased his credentials as a manager by leading Milan to their third Champions League final in six years at the club. And he won the trophy for the second time in 2007.
In 2005, his team could have won their second Champions League trophy in three seasons, but a disastrous second half where Liverpool scored three goals in six minutes to come back from 3-0 down led to their eventual defeat on penalties.
In 2007 though, they would avenge that defeat and quite comfortably defeat Liverpool. They took the lead just before half-time through Filippo Inzaghi and he scored Milan’s second in the 82nd minutes as Kaka split open the defence to set him through one on one. Dirk Kuyt would peg Milan back but they were able to see the game out.
Ancelotti will have been delighted with this victory after Rafa Benitez was able to put one over on him just a few years earlier.
