Podolski is just perhaps a little better than Gilardino, I wouldn't go through so much trouble for Podolski if I can just keep Gilardino.
I really don't see great problems with Milan's squad other than they need to at least try to win the Scudetto rather than be content with 4th place or 3rd. I saw them actually put some effort in when Juventus ran away with the spoon, but they still left it out when they realised that they could've won the Champions League and didn't concentrate too much towards the end somewhere along there.
I would stick to my two year policy with a minor changes, but ultimately keep most of the starting squad, maybe relegate Gilardino and fight tooth and nail to bring in Amauri this summer, but I want him at Barcelona. He would be great alongside Samuel Eto'o, so that Barcelona can put Henry etc on the bench for some rest.
Muah, muah...the resergence of Barca in the making: Eto'o, Amauri, Messi, Ronaldinho, Iniesta, Toure, Daniel Alves, Milito, Puyol, Abidal, Valdez ~ goals galore! Striker fear in opponents again....
JOGO BONITA!