Allegri was the man who led Milan to their last ‘Scudetto’ and went on to win five Serie A titles with Juventus.
The club have tried everything since from Sinisa Mihajlovic, to former club icons such as Gennaro Gattuso, Clarence Seedorf and Filippo Inzaghi, and most recently Giampaolo.
But nothing has managed to get a former European powerhouse back on the path to emulate past glories, with their last Champions League campaign in the 2013-2014 season.
The cash-strapped outfit finished fifth last season under Gattuso but surrendered their Europa League berth this season after breaching UEFA’s financial fair play rules.
Giampaolo’s run of defeats, including a 2-0 derby loss to Inter, leaves the club struggling just three points above the relegation zone.
However they are also only four points away from the Champions league places and it is hoped Pioli, a former defender who won the Serie A title as a player with Juventus in 1986, can bring stability to the club that has experienced its share of backroom drama after being sold twice in the last two years.
He lead Lazio to the Champions League in 2015 and was praised with how he guided a Fiorentina in turmoil after captain Davide Astori died in his sleep ahead of a match last year.
Italian media mogul and former prime minister Silvio Berlusconi, who oversaw Milan’s glory years during his 31-year ownership, sold the club to Chinese businessman Li Yonghong in 2017 with US hedge fund Elliot Management assuming control in July 2018.
Ex-Brazil international Leonardo stepped down as sporting director earlier this year to move to Paris Saint-Germain with former stars Maldini and Zvonimir Boban taking over.