One of the most vexing aspects of Steinberg's e-begging is that it will likely never end while he's alive. It costs him nothing and surely brings him just enough meager scraps to keep him doing it. So forget that.
Otherwise, he is no different from most played out journeyman broadcasters, tech consultant wannabe's and even garden variety freelancers and white collar workers as they age out. There is no graceful landing because of ageism, reduced energy, and increasingly irrelevant knowledge base.
Most of us make another plan. And if that does not work, another, and so forth. By that time in life, most of us have accumulated some assets to help. You don't need to be wealthy or a millionaire to retire, but you do need to find a way to keep your keel off the rocks while you live with dignity. It is usually a bit messy and traumatic, but people work through it.
Our boy thinks his only other plan is to cling to his begging, operate a hobby "radio show" that could--"see it sez so right here on the contract"--bring in some money from advertisers if he worked at it, and run a forum which, so I infer the plan goes, brings in fresh meat for his e-beg list and provides a customer base for a fantasized electronic store. Of course, our boy forgets that for any of this to work he needs an audience. To get an audience he needs a decent reputation and something interesting to offer. He has none of those things; he has squandered them with his public begging and thanks to the efforts of people who have known him and spoken up--along with folks like Jack Brewer, who have "asked the hard questions" to bring up an old Schemester chestnut. He has no prospect of ever getting those things back. In today's world a new name/new show are non-starters if you think about how that would actually go down.
I would guess that one day there will be a lull in the begging and a weekend will pass with no radio shows. The community will learn the final news from the Randallbot or third hand. That is how I see this ending.
I am no better than the next person; I am just another retired geezer with an interest in Fortean stuff and personalities--more for entertainment and to stimulate my imagination than anything else. And I am interested particularly in the scammers, tricksters, and grifters in the field primarily because I have always been interested in voices from the margin from a variety of walks of life--Charles Bukowski, Tom Waits, Hunter S. Thompson, Charles Forte, etc.--folks like that as well as lots of less known folks. Griftboi is interesting to me because he is a train wreck in motion. After he crashes, no more interest. Done. Dusted. I suspect that is his general legacy, too.