Carlo Ancelotti

Carlo Ancelotti has won football's ultimate prize, the Champions League, a record five times - twice as a player and three times as a manager. Born in Reggiolo, Italy, he was a midfielder for AS Roma and AC Milan, and played for Italy at the 1990 World Cup. He has coached clubs including Parma, Juventus, AC Milan, Paris Saint-Germain, Real Madrid and Chelsea (winning the 'Double' in 2010). He has won titles in every country in which he has managed. His players have included Andrea Pirlo, Rui Costa, Filippo Inzaghi, Andrey Shevchenko, John Terry, Frank Lampard, David Beckham, Zinedine Zidane, Gareth Bale and Cristiano Ronaldo.