Milan has hired so many lacklustre managers since they fired Max. It's astounding that they hired these amateurs. Seedorf, Pippo Inzaghi, Mihajlovic, Brocchi and freaking Gattuso. So if I recall correctly, Gattuso stayed because his results weren't completely deplorable late last season?
Their squad is not bad. If they had any brains they would dump Gattuso and hire Conte. CL is not an unrealistic target for them with a competent manager.