You are wrong about this. The FO does care about the press. That is why they so carefully cultivate a symbiotic relationship with them. The press almost never goes off on a player even if the guy is a total jerk, because they don't want their access and sources to dry up. Once the guy leaves or they know the FO is done with the guy, the press has a feeding frenzy. Years like this that are magnified by the press can damage the franchise. It might take a couple more of these years to affect ticket sales, but the Sox TV ratings were slipping badly last year. That translates into lost revenue sooner than later. It also explains why the Sox opted to go for a flashy exciting player like Carl Crawford, whose failure on the field pales in comparison to his failure as a catalyst for renewed fan interest.
You are looking at this in a very biased way colored by your dedication to Theo. If they complete this flop, he'll be on thin ice and if they miss the playoffs next year or make an early exit, he'll be gone. He's not going to get 3-4 years to break in a new manager. If the Yankees win 2 World Series, Theo's immediate end iwould be a certainty IMO.