If I were behind Ac Milan's transfers, I would undertake a 2 year clear out like this (referring to main squad players obviously):
First Year
Keep: Strikers ~ Ronaldo, Inzaghi, Pato
Midfield ~ Kaka, Gourcuff, Pirlo, Seedorf, Gattuso, and Ambrosini.
Defense ~ Oddo, Nesta, Kaladze, Jankulovski, Bonera, Favalli
Offload: Strikers ~ Gilardino
Midfield ~ Serginho, Emerson
Defense ~ Cafu, Maldini, Simic
Bring-in ~ Strikers ~ Benzema
Midfield ~ Essien
Defense ~ D. Alves, Zambrotta
Year 2
Offload: Strikers ~ Inzaghi
Defense ~ One of Bonera or Favalli
Bring-in: Strikers ~ Fabio Quagliarella
Defense ~ one prominent defender, no specific nationality. Lahm is good if he's not at Barcelona.
Therefore, Ac Milan is only 3 or 4 players away from winning the scudetto and 2 more for maintaining their squad. So that's why I don't see it as so so urgent what they do.
JOGO BONITA!