Sounds like things are looking up for you. I'd guess that his "reset" doesn't include JWs/Watchtower anymore. At 41 years old, he should at least be an MS, or even an elder. Your description of him (long hair & beard) tells us that he is neither. You don't mention him having any kind of family (your grandkids, etc) so I'm guessing he is still single. Celibacy isn't a lifestyle chosen by most men. The JWs more than just frown on a guy that's getting some romance outside of marriage and even look even harsher if he's gay.
I wouldn't push him for details about the religion. Just take advantage of the renewed opportunity to connect.