Personally I think Henry is clearly the guy who's most responsible for the departures of Betts and Bogey. He's decided that handing out contracts of that size is not the way to go, and now he's digging in deep on that belief.
I read an interview with Dombrowski, and he made it sound like the way he was let go was extremely cold. Henry never said a word to him at the time or since then. Dombrowski didn't say much about it, he said he'd rather not talk about it.
But we're seeing a pretty long pattern of Henry being a prick, starting really with the exits of Epstein and Francona.