Hey Preggo. I think ka_zump has it right. You're plan sounds good, just step by step. I also agree that no matter waht, you are not there to clean up his mess for him. The man is definitly confused about many things and not capable of dealing with them properly, but then you knew that.
Of course, I can see how it can be satisfying to hear he had that perspective too. Personally, my XW has never once shown a glimmer of regret and can kind of make you second guess yourself after awhile.