I was looking at comments, and one from Jeffrey David Morris told a somewhat complex story about how he ended up homeless after bailing out on section 8, due to a lot of negative interactions with the landlord and bureaucrats.
The story is from 2007, so it won't pop into the local stories, which is why I'm writing about it and linking here.
I have no diagnostic authority, and don't know the man, but get the impression he may be a little mentally ill, or have Aspergers or some other condition that makes life hard for him. Despite this, or perhaps because of it, he has a large social media presence and promotes his odd-jobs business (aka, being a handyman and running errands).
What the guy needs, as he says in his post, is a home. He needs some kind of affordable, stable situation.
I think he should just take the Section 8 and go back to being an activist with the others in his building, but he doesn't seem to want that.