There is something fishy here, He has to know he cant pay for a roof over his head via donations.
He has to know that he doesnt make enough income to pay rent, hasnt been able to for a long long time.
That his fortunes are not going to change, will in fact get worse over time.
My own opinion, those changing fortunes should be his chief concern right now, not these "online stalkers" he obsesses over (although I am sure some of that is just a play for sympathy).
So far as I can see:
- He and his wife are not going to start getting higher Social Security checks.
- His podcasts are in decline. His begging drove off not one but two co-hosts, who were apparently the main draw to begin with. I would have to imagine any associated legitimate revenue is also declining.
- He seems to be driving less and less for Lyft and Uber and as he gets older I'd expect that trend to continue. (He could have more years at that than I imagine, assuming he can hang onto an adequate car.)
- Doesn't look like he's published anything for years and years, and I haven't seen or heard any indication he's working on anything else.
- There will always be new blood who might donate but as word spreads about him, the trickle could become a drip. I've already seen him lament he has "worn out his welcome" (after how many years??) with the folks he begs from.
It's not pleasant, it's not good, but it's just kind of reality for most of us as we age, our ability to earn money tends to decline. So much seems to be working against him at this point, and what he has been doing hadn't really worked well to this point anyway.
It is sad but you have made a very key point here, one that could be hard for anyone to face. I fully expect he will continue to blame everyone else and keep marching down the same road, quickening his pace if possible.