I'm going to go with, the Red Sox compensation demands. So now they would demand compensation for an Asst. GM to get a GM job with another team? That has never been done, and if they ever want to hire someone from another organization they won't be the first to do it. Henry has said you don't block your employees if it's a promotion. Yes but at that point, the Red Sox would be pretty fed up with the Cubs due to the failed Epstein negotiations and would make it extremely difficult for the Cubs to take Cherington. I think it's more likely that if the Cubs fail to make a deal with Boston and Theo stays, that Cherington ends up taking the Baltimore GM opening, or maybe the Angels.