Regarding 1, all base values are irrational products, from culture and evolution. The desire not to go torture babies is due to evolution. I don't think that is going to make your father any more willing to do it. The key argument for death being bad is that his actual values will be less achieved if he dies. The standard example when it is a family member is to guilt them with how other family members feel. Presumably your father has lost people. He knows how much that hurts and how it never fully goes away. Even if he were actually fine with his existence ending (which I suspect he isn't) does it not bother him that he will cause pain and suffering to his friends and family?