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#2 Carlo Ancelotti
To the modern football fan, Carlo Ancelotti's exploits as a player may not be known, but the Italian was a defender supreme, being integral to success at Roma and AC Milan after starting out at Parma. Over 16 seasons as a player, the Italian played 441 times, scoring 41 goals, but it was his defensive leadership that ensured he finished his playing career with 3 Serie A titles and 2 European Cups.
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However, Ancelotti went on to trump his stellar playing career as a manager, becoming the only one to ever win the UEFA Champions League three times - twice with AC Milan and of course, that 'La Decima' title with Real Madrid. The Italian has managed some of the biggest names in football, with his easygoing nature the perfect style to oversee a dressing room full of egos.
The result? A win percentage of 58.94% after managing 1023 games.
Trophies won as a player: 12
Trophies won as a manager: 19
