It is never a good idea to take a player into arbitration. It's not just the Red Sox with Mookie, it's any team with any player. That's how arbitration hearings go. Theo had that long record of not having to go to arbitration with any players, and people kind of rolled their eyes whenever it was mentioned, but there was good reason behind Theo's diligence to that. In short, I agree with you about the arbitration process possibly hurting the team's relationship with Mookie.
We are going to have to sign free agents. There is no way around that. If Henry maintains his patience and allows Bloom to do his job, Bloom should be able to sign quality players. I'm not talking about dumpster diving. I'm just not talking about Mookie Betts all star type players. There are a lot of good quality players in between, for a fraction of the cost.
As far as some of those impulsive contracts you speak of, we have Lucchino to thank for that. He is King of the Shiny New Toy.