Wait, what? They need to hire a new manager and deal with coming off a disappointing season, potentially trying to deal away bad contracts and dealing with expiring ones and singing new FA. In short, they have a lot do do and leaving the FA in turmoil isn't going to help at all. The Red Sox very much have motivation to get this done quickly. Like I said, they can officially name Cherington the GM anytime. He's already acting in that role, and presumably he's working on all the things you mentioned. This Theo stuff isn't holding up any of that. No, I'm sorry, that's an absurdly messy situation. To think it's likely they'd go through that just to play hardball over not getting top prospects is, well, absurd. It would be one thing if the Cubs were trying to force them to walk away with nothing, but the reports/rumors seem to indicate they're willing to give up players and money. The Sox are just trying to shoot for the moon with the player compensation, likely because they think they can push around someone they view (or viewed) as fatally green to this in Ricketts. Nevermind the legalities of Theo's contract and the dissent it would sow. Well it seems clear that we've got an old-fashioned standoff here. I do think someone will blink, and everything will get worked out. I'm just not 100% sold that the Cubs won't budge, and the Sox will rescind their exhorbitant demands. That'd be yet another egg on their face.