He's an addict under the influence and will say crazy things.
Second... If he does say that stuff, I think I would simply agree with him. "H, if you are happy with OW, then so be it. I hope you find everything that you are looking for."
If you can leave him with that as your last communication, there is no way he won't think about it.
Remember, DB is counter-intuitive. It goes against what we often think we should do.
Have his last memory of you be a good one. He'll be haunted by it. Then go NC.
