It can't be conscious site by site. It has to be a toggle or setting that's a browser standard, backed by your IAP platform of choice, and pages check then drop the paywall and don't show ads. Call it IWP, In-Web Purchase, total up fractional costs until it makes sense to charge them, then charge them, on the same user/device IAP platform rails.
Most importantly, the cost has to be no more than the site would get for serving that visitor ads.
This is where the break is. On a per content or per month basis, sites want to charge individuals orders of magnitude more than they charge advertisers. No avid reader (those most likely to be happy to pay!) can afford the same footprint of reading that content is happy to give them through ads. And so, content is writing for ads, not readers.
It's self defeating.
. . .
PS. I bookmarked https://www.forth.news/topstories ... it's not how I find / read content, I need much higher density (somewhere between https://upstract.com/ and https://www.techmeme.com/) and if I want a personal feed, there's feedly and its kin, but what I personally do is something like this socially curated discovery except generated by a process something like Yahoo Pipes that scavenges an array of tentacles into the newsosphere. But I see what you're doing there.
This kind of experimentation is awesome. Will come back and see how hard it is to "make it my own". Thanks for sharing your position essay!