Everyone ends up getting what they deserve in the end, especially the owners who are sucked into outlandish payments.

There is new money available. Teams will get an extra $25mil or so from league media contract. So yes, new money is available. I also think there's new thinking. Teams are looking at long term deals differently after seeing some of them go sour quickly (Albert Pujols anyone?). Better to pay more now than to stretch out those years. That being said, you only have to convince one front office to pull the trigger. If there's a couple teams in the bidding war, things could get out of hand with the length of the contract.

I like Choo better. He's (not so) sneaky good. The drawback is that he's better suited for a corner spot (RF) than center. Both players will cost a draft-pick. Neither should be an option for the Twins

Boras will do everything and anything in his power to get his clients the most money and years. I would expect him to want a mega long mega rich contract. Again, all it takes is one GM to say yes. I don't think it will happen. 4 years at most.