You certainly can expect a GM to act responsibly and understand the consquences of such longterm deals. He cannot expect payroll to climb indefinitely. He has to operate under a sense of caution that any huge deal now will effect future deals. Furthermore, he knew at the time ownership was in limbo and there was not a clear indication what future budgets would be. He was in a CYA frame of mind, doing what he could do to be successful as soon as possible so the outgoing executives could justify giving him a contract. His only concern was a short-term fix from the disastrous teams he put together in 2005 and 2006 that should have led to his firing. But since Andy gave him a deal on his way out the door, and ownership was preoccupied, he was given a free pass. What was uncertain was his employment status in 2009 and beyond, so he spent lavishly on a good, but very far from great player who could help in the short-term but was obviously going to hurt them in the long-term. Yes, you can, and should expect a GM to plan responsibly for the future. Agreed, but again, planning for the future should not and cannot include "I wonder if 3 three and a half years from now my team will be locked in a prolonged selling process that will hold up any midseason deals I can do." I never said a GM should plan for the future. My point is that planning for what's actually tying up the Cubs' spending right now (the sale of the team) isn't really feasable.