L'Aeroplanino and Milan both sought a relaunch for their images in 2016-17. Montella was barely out of retirement when he was promoted to the main Roma bench mid-season, then impressed at Catania and took Fiorentina to several fourth-place finishes, but walked away when he felt frustrated at the lack of investment.
A spell at his old club Sampdoria was disastrous and he came running when the Rossoneri called. His possession style of football is focused on taking the game to the opponent, something Silvio Berlusconi has always asked for, but it can sometimes be ineffective.
Now Montella has new directors, a host of new players and very different expectations on his shoulders.