Every major sports writer has predicted Sabathia to cave and take the monster deal that the Yankees will inevitably offer him. However, I see a different scenario playing out in the Sabathia sweepstakes.
For one, the Yankees are a dying team, they are old, are run by a crazy family and obviously have some internal issues if they cant make the playoffs with one of the highest payrolls. Sabathia knows this, he has only a couple more years of being absolutley dominant left in him and he would like a chance at a title, something the Yankees cannot offer him.
The Yankees are filled with bad prospects, Ian Kennedy, Melky Cabrera, Phil Hughes, they all have shown glimpses but never have materialized into star players. Which means for the organization that they cannot get better internally, they are constantly looking for FA's and outside of organization. This can be disastrous for a couple of reasons. Number one, you do not get the comradery that you can have from the players playing togethor for 3 to 4 years in the minors. Take for example the Brewers, the Phillies, the Rays, to some extent the Red Sox. All of these teams are excellent teams and have built from within and their players enjoy eachother, the clubhouse is a fun place to be in. 3 of the 4 teams I mentioned have made the World Series, two of them winning it. Comradery goes a long way.
If Sabathia signs with the Yankees, he will be joining a team full of arrogant little **** who all make as much or probably more than he does, and have ego's the size of the Empire State Building. And he knows he will feel some animosity in the clubhouse. Whereas he could stay with Milwaukee, a team full of his friends, and teammates where he obviously enjoyed his stay.
Another reason I dont see him going to the Yankees is the simple fact that he loves to hit the ball. With the Yankees he may get to hit once a year, but if he stays in the NL he hits every 5 games and he obviously has enjoyed hitting. Being able to hit and hit fairly well is a huge fan favorite and makes a star attraction in the NL.
One of the biggest factors to look at would be who he is playing. Obviously in the NL Central you play some pretty good teams like the Cubs or the Astros, but there are some really big bottom feeders in the NL Central and the NL that the Brewers play regularly. But in New York he is playing the elite, he has to play the Ray's, the Red Sox, the Blue Jays, even the Orioles are a good team. Plus he obviously dominated NL hitting as his ERA was under 2 for his whole stay in Milwaukee.
He dominated in the NL, whereas he struggled for some of the year in the AL...hmmm, hard choice?
Another reason he would be more likely stay in Milwaukee than move, would be the simple fact he has already bought a home in Milwaukee and moved his family up there for awhile. They are comfortable here, it's a laid back community with great private schools for his children. Heck, I live 5 houses away from Craig Counsell, and I see him playing with his kids all the time in the yard...no one bothers him for autographs, people just mind their business. I also live a couple of blocks away from Ryan Braun...no one bothers him, he occasionally gets in his nice car and drives away...but no one bothers him.
If you even tried to play with your kids in the yard in New York, you would be assaulted by photographers and people asking you questions. And sure, to some extent people like the attention but it is also a major turn down, you want SOME privacy in your life and he can definetley get that in Milwaukee.
Not to mention Milwaukee is becoming a big baseball town, fans coming to see Sabathia made Milwaukee break their record attendance for the Brewers...more like demolished it. And in New York he would be just another one of those guys who makes a lot of money. Here in Milwaukee he is the star, he shares it with maybe Braun and Fielder, but C.C. is the real STAR on the team.
Maybe this is just a desperate plea to C.C., but I really feel the money coming from New York is overrated. It's a dying organization with a lot of bad players with big contracts. If he signs with Milwaukee he has a shot at a title in the next few years, maybe even next year. And he has a lot of friends here who love him and want him to come back...that is something he wont feel in the New York clubhouse.