I've finished the first season as Milan. I found most of the starting squad is very good and that it doesn't need much adding to it, so I spent the bulk of my budget on Samir Nasri (£17m) and Miguel Veloso (£13m) and Breno to come in in January (£8m) - I adjusted the wage budget heavily. I also picked up Zaraté (£4.5m) and Vantaggiato (£3.7m) as young strikers who can offer cover and improve.
Kalac is rubbish back up, but both Abbiatti and Storari come back after the first season, so I didn't buy a new keeper. I sold Bonera and bought Felipe (£7m) since Barzagli went to Madrid. I found Cafu to be okay enough for back-up to Oddo who is great, and Serginho did pretty well when covering for Janku or Kaladze on the left. Ronaldo is awesome when he gets fit, I had to allow him a leave of absence for him to extend his contract. I stuck with the milan formation and managed to get it working really well which I hadn't managed in previous games. The only difference was that I had Pirlo level with Ambro and Gattuso. I used:
-------------Ronaldo----Gila
--------------------Kaká
--^--------Ambro---Pirlo---Gattuso-----^
--^-----------------\/-----------------^
Kaladze-----Maldini----Nesta---------Oddo
-------------------Dida
With Felipe and Breno (after January) covering in defence, Janku, Cafu and Serginho covering the full-backs, Nasri covering Pirlo and Kaká, Emerson, Veloso, Brocchi, Gourcuff and Seedorf covering Ambro and Gattuso and Zaraté, Vantaggiato, Inzaghi and Pato (after January) covering the strikers.
I gave both Kaká and Pirlo maximum creativity and they basically ran the show.
I won the league and CL and signed Lulinha to come in for the next season.
Inzaghi, Cafu and Maldini can't play in 08/09 really, Serginho might manage a few games. I wanted to get rid of Brocchi too, so I figured I needed a left-back, a right-back, a centre-back and a creative player to cover Pirlo or Kaká.
I got Marcelo (£5.5m recession clause at REal Madrid), Marzoratti (£2.5m to buy the rest of his contract from Empoli), Ezequiel Garay (about £11m), Montolivo (had a £15m recession cluase at Madrid), I also signed van Persie since he wanted to leave Arsenal and was available for £17m. I've tried to sell Inzaghi, Brocchi, Storari, Oliviera and most of the players who were on loan in the first season with no luck.
Davide Di Gennaro is looking good now which is a plus.