There were so many older cows featured on PoE, but it was before archiving and it's gone like the Library of Alexandria.
Alex Chiu is still around from then. Unicorn Jelly troon. Probably more people whose names have changed, or I don't remember, but if I could see their website it'd come flooding back.
For Usenet, I bet a lot of the "big names" on edgy groups would be seen as lolcows through a modern lens. Like Paul Ess, the fat guy who posted to alt.tasteless from a nursing home as his lifestyle caught up with him. I ran into my first t4t transbian in the 1990s on alt.slack, but at the time it was allowed for people to say "wtf that's a lot of effort if you're both transsexual, why" and the guy to have to answer with good humor and insight. I saw his username on a YouTube comment ~20 years later and he'd turned into a pod person troon posting just like someone half his age.
Further personal anecdote: Also in the mid-late 1990s I subscribed to the rec.music.dylan group. Not even an alt. group, just normal people talking about Bob Dylan. Still, there was one poster who was acknowledged to be completely batshit, AJ Weberman-style, who would sometimes latch onto a post and keep replying to you and to herself into a thread of self-referential delusions. She also wrote normal posts sometimes, and there are a couple of concert reports of hers archived (with everyone else's) on expectingrain.
They did not archive her posts about how specific Dylan songs were messages to her, that went on to rebut Dylan and await an answer. Nor the many posts where she reminded everyone that she was printing out any Usenet posts that mentioned her name and putting them in a physical filing cabinet, and then sat back like this was a great own.
When I was new to rec.music.dylan I made the mistake of replying to one of her saneposts with something innocuous, and got an absolute torrent of crazy posts that I didn't know to handle at that age. However, I also got personal emails from other newsgroup posters reassuring me and letting me know she was nuts, harmless, and this wasn't anything I did.
Roserut@aol.com, but the effort would far, far outweigh the funny. I think a lot of old-school lolcows are going to be like that, because the ability of a human to self-post and do so constantly and to a large audience is a new one, and photo capability is even newer than that.