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Pirlo excelled in his new role and soon developed into a world-class midfielder, playing a key role in Milan's subsequent successes, as he won two UEFA Champions Leagues (20), two UEFA Super Cups (20), two Serie A titles (20), a FIFA Club World Cup (2007), a Supercoppa Italiana (2004) and a Coppa Italia (2003) with the club.
After joining Juventus on a free transfer in 2011, who had gone trophyless since 2003, he added four more Serie A titles (2012, 2013, 20), which he won consecutively, as well as two Supercoppa Italiana titles (20) and a Coppa Italia (2015).
He would become an integral part of the Rossoneri's midfield, forming a formidable partnership with Gennaro Gattuso, as well as with Clarence Seedorf and Massimo Ambrosini, who also supported his playmaking role defensively.
Pirlo was given the nickname the metronome during his time at the club, for the way in which he set the team's rhythm.
Pirlo was unable to break into the first squad permanently, however, and Inter finished eighth in the 1998–99 Serie A campaign.Despite successful spells with Reggina and Brescia once again, Pirlo was still unable to break into Inter's starting line-up and was sold to cross-city rivals Milan in 2001.At Milan, manager Carlo Ancelotti decided to shift Pirlo in front of the defence as a deep-lying playmaker, which allowed him more time on the ball to orchestrate his team's attacks.Despite Pirlo's performance throughout the competition and in the final, one of the most forgettable incidents of the season was probably his penalty miss during the shoot-out in the final, as his spot kick was saved by Jerzy Dudek.Pirlo would later state in his autobiography that the 2005 Champions League Final defeat on penalties was the worst moment of his career, and that he had considered retiring prematurely following the match: I thought about quitting because, after Istanbul, nothing made sense any more.