#6 Andrea Pirlo (AC Milan)

Italian maestro Andrea Pirlo is another great footballer who Ancelotti managed at AC Milan. One of the most sublime passers of the ball, Pirlo's lazy elegance along with his intelligence and unparalleled passing range made him an absolute joy to watch on the pitch.
Capable of playing several different midfield positions, Pirlo was often employed as a deep-lying playmaker under Carlo Ancelotti. Known for splitting the opposition defence with his brilliant and accurate through balls, Pirlo won two Champions Leagues and a Serie A title under Ancelotti at AC Milan.
AC Milan at their prime was one of the best teams to ever play the game and Pirlo was the brains of that spectacular Milan side. Ancelotti, when asked about Pirlo's brilliance, had this to say:
"Pirlo spots a pass in a split-second that lesser players could spend a whole lifetime waiting to see."
Quite simply put, Andrea Pirlo is one of the greatest midfielders of this generation.