As I envision myself if your shoes, it hurts to read through your update and Kind18's response. I don't know what the right thing to do is in your predicament. I do know that your sitch is hard and I empathize.
The only thing that comes to my mind is what if....I know what if??...what if H is hovering just above rock bottom and you keep on saving him? Some will brace themselves and not let themselves hit.
Mostly I lean towards agreeing with Kind18...it may be the soft spot in me (for your situation) that is questioning. We need to remove the emotional part from our responses. In other words, remove the soft spot.
H needs to feel the loss and suffer the consequences to his decision(s). Let H list out his plans to make things right with you. Don't get excited when he tells you what you want to hear. Instead, respond with, "That's a good start." and go dim.
