It seems that he trying to get a freedom, but it's mean that he also not protected by any law and obtaining necessity stuffs will be hard too. I think it will be better if he buy more property so he can get passive income by renting it, If I am him then that is what would I do.
They seem to be hardcore libertarian, so staying away from laws, for better or worse, is probably a huge factor in this decision. They don't seem to be after any financial incentives from this either, so people can't really knock on them for not making "wiser" choices. They just want to live life on their terms, which Bitcoin encourages.
People seem to be pointing out a lot of problems but I think it's fine overall. Such is life for any pioneer. They could very well pave the way for the practice to be a lot more commonplace.