CHAMPIONS LEAGUE DEBUT: 2001
TEAM(S): AC Milan
Eat your heart out Michael Carrick. As far as deep-lying playmakers go, Milan and Italy legend Andrea Pirlo is the gold standard. The diminutive Italian nicknamed "the architect" was the cerebral and graceful hub who charted the Rossoneri's path to three Champions League finals appearances and two Winners Medals between 2003 and 2007. And that hair? Buonissimo!