Greedy? No.
First of all, maybe he wants out of NYR, maybe he has a plan and maybe Sather knows of that plan. I'm not saying Callahan doesn't like being a Ranger, but maybe he'd rather finish his career elsewhere, somewhere with his family, somewhere that will pay him more or as much as the Rangers will in the form of a retirement contract. If Callahan and Sather spoke at the beginning of the year and Cally told him he didn't want to re-sign here, then it becomes a game of chess in getting a maximum return for him. You don't just come out and say "Callahan is not signing with the Rangers next year." That would do nothing for his value. So perhaps this has been the plan all along and Callahan and his agent are asking the world because he knows they aren't coming back to NYR. This happens all the time with players who want to move on. Look at Kovalchuk in Atlanta. They were willing to pay him well what he was worth, but he and his agent asked for even more because it was their way of saying, "Sorry we're not interested."
I'm not saying this scenario is what is happening right now, but it is one theory I have why Callahan is asking for a ridiculous 7/42 contract from Sather.
The other theory is he just wants to get paid and actually believes he is worth that contract. That still doesn't make him greedy, he's got to look out for his family and financial future post hockey. I gave Drury a lot of **** for handcuffing the Rangers and not just retiring from his contract when he basically could not play any more. Looking back I was wrong, and he did what was best for himself and his family. It's a business and if there is one thing I learned working for a big company with a union it's that the company will try and screw the union any chance they get. So I don't blame Drury or Callahan for getting what they earned from the Rangers or the NHL.