Quote: I'm still convinced he has to make the decision on his own, maybe only because I need to know it's what he really wants, but also so he feels I'm not controlling the situation.
I think you hit the nail on the head with that statement. If H has any perceptions of you being controlling, then HE must be the one to decide or the whole thing will backfire.
Now to figure out how to make it easier for him to show action once he has made a decision....