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Carlo Ancelotti Cavaliere OMRI, Ufficiale OSI . He is also the first and only one to have managed teams in five Champions League finals.[8] As a player, he won the European Cup twice with AC Milan in 1989 and 1990, making him one of seven people to have won the European Cup or Champions League as both a player and a manager. Ancelotti is also the first and only manager ever to have won league titles in all of Europe's top five leagues.[9] He has won the FIFA Club World Cup a joint-record three times, and is also the manager with the joint-most UEFA Super Cup triumphs, having won the trophy on four occasions, managing Milan and Real Madrid.[10][11] <
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