If he has mental illness or home problems, he might not be able to handle those on his own, and might not have the wherewithal to seek out what meager public sa

If he has mental illness or home problems, he might not be able to handle those on his own, and might not have the wherewithal to seek out what meager public safety net exists. Its possible he just needs a pastime caregiver... call it a personal secratary, hired out of his pay, to help him get his housing and psychological care situation straightened. Hopefully, his income is high enough to live off and pay for someone like that (since I understand that generosity can only go so far). Obviously, I would ask him his opinion on this sort of arragenement, if you and him are both willing to go this far for a #3 option.