DH and I just did wills about 2 years ago- after having DD. As we were going through the process, I was surprised at how many people around me responded that they did not have a will. These are all people who come across like they have their act together.
My grandfather desperately needs a will, and he knows it, but he, too, is resistant to making one. My mother gave him a copy of Willmaker Plus- because Dh and I used it and it is an incredible wealth of information. He is very intrigued by the book and it motivated him more, but he still hasn't done anything as far as we know. I think he does actually believe that it's better to allow the gov't to make the decisions because then he doesn't have to take any responsibility, even in death. JMO about my own grandfather.
Willmaker Plus is a wonderful tool, even if you want to use a lawyer. The best way to buy it is as a book with software- costs about $20 less at Amazon to buy the combo versus just the software alone. You can make a basic will with willmaker in less than an hour (if you think you might be able to motivate him to do one at home rather than paying money to a lawyer and having to take time to do that route), and a basic will is surely better than nothing at all.
I think all you can do is mention how important they are, maybe do it from time to time, but you can't force someone to do it.
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