If your H doesn't blink or thrash about at hard questions (he's in the military, am hoping he has the gut for them), my first instinct would be to ask him outright...do you really want me to come home and make this work?
It's nice that he is making an effort to keeping things going (in most of the posts I have read thus far, it's usually the woman struggling to do that...of course, I could be wrong).
I think it's natural for you to feel uncertain, since he initiated the talks about separation.