To put it shortly, Fabregas to Milan makes perfect sense. He is a world class player that we desperately need, and we are a world class team that wants to fight for trophies which he desires. A perfect match.
Don't buy it? Then I'm going to have to discuss it further.
First of all, let's see why Fabregas would want to leave Arsenal. He is the club captain, a fan favorite, Arsene Wenger is like a father to him, and he's been there since he was a teenager so he's completely settled and knows the place inside out. Why would he want to leave then? Quite simply to win trophies. Fabregas is an ambitious footballer, and he knows that he is a world class individual that is capable of winning big things. Arsenal are just stopping his progress. He has constantly whined about the team's failure to win any silverware and the players' and the club's mentality.
But even if he wants to leave, why would Arsenal let him go? Wenger is forced to sell this time. Just think of all the sagas of before, like Ronaldo to Madrid, Kaka to Madrid, etc. Convincing players to stay only works for a certain period of time. Fabregas had already made his mind up, and I can't see anything that would make him change his mind this season. Arsenal still won zero trophies, they once again lost to his beloved Barcelona, and other key players like Nasri, Clichy and Arshavin want to leave. While Wenger does nothing to strengthen the team, failing to sign proper defenders or a reliable goalkeeper, among other things. Also, I remember there were tons of reports that Wenger convinced Fabregas to stay one more season for him, kind of like Ronaldo and SAF. Fabregas did it once, he won't do it again.
Also Arsenal already have his replacement ready and tested, Jack Wilshere. He has huge potential and already proved his quality this season. Selling Fabregas to give Wilshere room to grow would seem like when Wenger sold Vieira to Juve to give Fabregas his chance. Remember the summer before it Wenger rejected Madrid, similar to the Barcelona saga last season, only to allow Vieira to leave to Juventus a year later.
But even if he leaves, wouldn't he go to Barcelona? No. Of course he loves Barcelona, but a move to Barcelona would be the worst thing that could happen to both parties, and I think they both know that. For Barcelona, they don't have sufficient funds, especially since they are close to spending 30m on Rossi. Also, if they sign Fabregas it would mean Thiago would leave, as his father revealed. So why would they want to spend 30m on Fabregas who will come to warm the bench and earn bigger wages than Thiago while demanding playtime?
As for Fabregas, he is not stupid. He loves Barcelona for sure, but football is his profession. Why would he want to join Barcelona when he will most likely warm the bench? So instead of being a bench player in the NT, he'll become a bit part player by warming the bench in his club as well. No way will he start over Xavi or Iniesta or Busquetes. This isn't meant to insult his quality, but Xavi is the world's best at his position, and so is Iniesta. Plus they are certainties at their positions. Iniesta won't play at left wing, because they have Villa playing there and are about to sign Rossi. Busquetes is vital for Barcelona as the anchor in midfield, and even Mascherano, who is one of the best in the world at his position, has been forced to play out of his position or stay at the bench by Busquetes. So this leaves only the bench for Fabregas, unless Pep decides to change his formation, which quite frankly isn't even an option.
So I'm pretty sure that both Barcelona and Fabregas want to be together, just at the right time, which surely isn't now. Maybe in a couple of years after Xavi ages and starts declining, Cesc could arrive to be his heir. But right now, I just don't see Barca spending 30m on a player to warm the bench, especially when they have other expensive targets like Rossi. I don't see Fabregas leaving Arsenal either to go sit alongside his idol Guardiola by the touchline.
Even then, why would he join Milan? Fabregas has said countless of times before that his favorite team in Italy is Milan. He said the club is very classy and he loves the San Siro, and for sure it would be a dream to play there.
I remember clearly he said in Italy he'll only play for Milan, which is great. Also a major reason why he wants to leave Arsenal is to win trophies, now I remember he congratulated Flamini on twitter on winning the league, he said it was his first ever trophy. I'm sure he'll have that in his mind thinking how when Flamini dumped Arsenal, he finally won a real trophy and next season the club is even targeting the Champions League, unlike Arsenal who are happy with a top four finish in the EPL.
Okay, but does Milan even need him? Milan, after selling Pirlo, are in desperate need of a creative midfielder who could lay on the assists. We are talking about a team that wants to win, or at least fight for the Champions League. This was clearly obvious from Galliani's, Ibra's, and Thiago Silva's comments in the press. Also, Berlusconi said he's willing to spend to bring a champion. Therefore, no way in hell will our star signing be Alex Witsel or Asamoah or even Montolivo.
Now as a player I don't know how anyone wouldn't want him in Milan. Already world class, would be our best midfielder by a mile, and has characteristics that we so desperately need. If we could only sign one player for next season, no doubt I would want Fabregas. Forget Pastore, Hamsik, Asamoah, Ganso, and the rest. Fabregas is Pirlo's best passing and shooting days mixed with youth, ambition, leadership, and much better defensive capabilities. He could be the one missing piece of the puzzle for us to go further in Europe. We have Seedorf, Boateng, and even Robinho and Cassano as players who could fill in as trequartisti, but we have no creative, ball playing center midfielder. Fabregas is a necessity. Fabregas is a priority.
Alright. Let's say he wants us and we want him, could we even afford him? About the price, for sure the 60m bullshit is a joke. How many players cost that much? I bet Fabregas would be sold for between 25 and 30 million, maybe 35 million at max. Do you think a Milan that has just won the scudetto and wants to fight for the Champions League isn't capable of spending 30 million on its star signing? We have that kind of money. It's not too much. The most important thing is that Fabregas picks us from the rest of the clubs (Barcelona, Man City, Inter), which I'm sure he would.
Milan values its players, we treat them like family. Sheva wanted to go to Chelsea, he was gone. Kaka wanted Real, sold in an instant. Never mind that they were our star players, and that our lives depended on them. Milan doesn't stand in the way of it's players, period. So if Fabregas one day wants to join Barcelona, it will be no problem. So it wouldn't be like joining Real Madrid or something which would completely destroy the Barcelona option for the future.
This way everybody goes home a winner. Milan get its desired champion, Fabregas wins trophies then joins Barcelona when he has a role to play, and Arsene proves to the world that his Economics degree was money well spent. Meanwhile, getting a chance to start Wilshere and Ramsey in midfield and watch them grow into fine footballers who wouldn't win a trophy until they dump his shithole of a club.