I don't get the impression that you are referring to me specifically with your first point, but you won't find any posts from me claiming he's cheap. I don't think I've posted here on that subject but I've argued the opposite with friends for the last few years.
To clarify my position, I don't believe the Devers deal has anything to do with Henry's reception at Fenway the other day. That's just a happy coincidence.
I do believe that the fan outcry has had enough of an effect on his bottom line at this point that he approved a deal that he would not have under whatever financial parameters he typically uses to make decisions. If it hasn't yet felt that pain, then I believe he at least was concerned about the added effect of Devers leaving.
Regarding my own personal disdain for Henry, it's nothing personal with me directly. Its a combination of having a few connections around Fenway and the fact that I've been fortunate enough that my career has taken me to some very interesting places and I've met a lot of very interesting (and insanely wealthy) people.
I've gotten quite adept at reading people over that time and he strikes me as particularly out of touch with people and really society in general. Moreso than most of ultra wealthy. It's kinda that simple.
I'd be happy to explain more in detail via PM but I'm being intentionally vague as to not derail the thread with my non-verifiable and admittedly fringe musings