[chromacity]

I think the simple reason why small web / webring sites don't work is that if you're in the mood of "let's pull the handle on the internet slot machine and see what it surprises me with today", then social media does a better job. Without fail, it gives you something to be outraged about or impressed with.

And if you're looking for something specific - "I want to learn category theory" - then you don't visit a small web site because the content you're looking for is probably not on any woefully short, hand-curated list of URLs. So you do a normal web search (or ask your chatbot).

Another problem with web rings is that if you're hopping sites at random, you more often than not end up someplace weird in 3-5 hops. I guess it's the internet version of six degrees of separation: you're always at most six clicks away from neo-Nazis or SEO spammers.