#2 Massimiliano Allegri
Following Antonio Conte's departure in the summer of 2014, Massimiliano Allegri was appointed in his stead at the helm of Juventus.
The Livorno native had earlier impressed at the San Siro with AC Milan, where he won the 2011 Scudetto. And in his debut season at Turin, Allegri almost guided Juventus to their first-ever treble, only to be denied in the final of the Champions League by Barcelona.
In total, Allegri spent five years with the Bianconeri and won a domestic double in each of his first four (becoming the first manager in history to achieve this feat in Europe's top five leagues). He also extended Juventus' record-breaking run to eight consecutive Serie A titles.
However, despite his domestic invincibility, the much sought-after European glory continuously eluded Juventus. After another elimination at the quarterfinal stage, Allegri announced that he would be leaving the club at the end of the 2018-19 season.