AC, one thing that I think that you, as a Milan fan, will ahve to concern yourself with, are the words of Berlusconi when he mentioned the massive amount of wages that were going to be saved from selling off Silva and Ibra. Milan, I think, have two options for this season in the transfer market.
#1) They go out and get two players of a similar caliber of Silva and Ibra for the CB and CF positions, respectively. However, the drawbacks are these: The amounts needed to be spent in wages and transfer fees could potentially negate most of what was gained in the sale of Silva and Ibra, while it would be unlikely that the replacements would be of similar caliber, so in the end, Milan could still be worse off than they were a year ago.
#2) Purchase 3-4 young players with the money and build towards the future. The obvious drawback to that would be whether or not the milan faithful would accept what would amount to be a "bridge year" for the club, having to take a step back to take a step two steps forward.
Personally, I would go with the 2nd option myself, but I think that Milan would have to act quicker than what they are doing now if this were to be their plan. The young players will need to get as much time as needed to acclimate themselves into the system