Carlo Ancelotti’s Milan

“Carletto”, as he was affectionately known as a player, had an enviable record in Europe during his eight years at the helm of the Italian giants. Out of six Champions League ventures with Milan he won the competition twice (2003 and 2007), lost an unforgettable final to Liverpool on penalties (2005), and reached the semi-final, quarter-final and last 16 on the other occasions.

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