You've established that written communication works better than anything, and that H likes to talk just to hear him talk. Was he just filling the space on the phone line to avoid awkward silence? Was he sharing information to feel YOU out? to see how you would react to his options of the next station? Write your letter to him, let him know your thoughts to each of his possibilities, but no ultimatum, okay?
Your dream - how odd, I had a dream that same night about my dogs. It wasn't a good dream, and now I have one less dog.
On a good note, the big black gelding got his hooves trimmed last week, and has been ridden I think 3 times in one week!
Live your life while you are still living. Riding the trail less traveled.