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Pioli, a native of Parma, started his own playing career for his home city team, Parma. Successively, he was signed by Juventus, with whom he had his Serie A debut in 1984. Sold to Verona in 1987, Pioli moved to Fiorentina in 1989, where he spent six years of his career. He ended his career in 1999 for Colorno of Campionato Eccellenza, after three experiences with Padova, Pistoiese and Fiorenzuola. He concluded his career playing in Colorno on the team with his brother Leonardo.
Coaching career
Early career
From 1999 to 2002 Pioli coached Bologna's youth team (winning a championship with Allievi Nazionali's team), and Chievo's in 2002–03. In 2003–04, he was appointed as head coach of Serie B club Salernitana. He moved to Modena, still of Serie B, in 2004.
In 2006, Pioli was named as Parma's head coach, therefore returning to his home city and marking his Serie A debut as a manager. He was however sacked on 12 February 2007 after a 3–0 loss to Roma which brought Parma down to second-last place and replaced by Claudio Ranieri.
On 11 September 2007 he was unveiled as new head coach of Serie B club Grosseto, replacing Giorgio Roselli, sacked after three consecutive defeats in the first three league matches, and managed to lead the Tuscan minnows to an impressive mid-table finish in their first season in the Serie B. He then served as head coach of Piacenza for their 2008–09 Serie B campaign. In July 2009 he left Piacenza to join Sassuolo as new head coach of the neroverdi.
Chievo
On 10 June 2010, Pioli was named as head coach of Serie A club Chievo on a twelve-month contract.
Palermo
On 2 June 2011, Pioli was named head coach of Serie A club Palermo, but he was relieved of his duties just 90 days later.
Bologna
On 4 October 2011 he was named new head coach of Bologna in Serie A, in place of the sacked Pierpaolo Bisoli. After two troublesome seasons with Bologna, both ended with the team struggling in the bottom half of the Serie A table but always escaping relegation, he was removed from his managerial duties on 8 January 2014, with Davide Ballardini appointed as his replacement.
Lazio
On 12 June 2014, it was confirmed Pioli's appointment as new head coach of Lazio in place of Edoardo Reja. In his first season at the club, he led Lazio to a third-place Serie A finish. On 11 June 2015 he was offered a new 2+1-year contract.
On 3 April 2016, he was sacked after a 4–1 home defeat to city rivals Roma.
Internazionale
On 8 November 2016, Pioli was announced as the new head coach of Internazionale on an eighteen-month contract.