...So Moonlight, how do I transfer his obvious need into a WANT for him? I've brought the baby into the conversation... mentioned the relief his wife would have by having a home that paid for should something happen to him, ect... Is this a case of needing to push more? Is he just too selfish at this time to consider IYO?
Put yourself in his shoes. He knows he is losing his job. He is consumed with concern about the certainies of life not the "what ifs". To call him selfish is a low blow. And, if you intend to make a living in sales, you need to learn that you can't "push" people into doing what you think they should do.