I thought tech would lead to much more isolation than it has.
By isolation I don't mean lack of socialization of course. There was plenty of socializing back then. But the people I met on Usenet, BBS, IRC and phpBB forums were people like me. We worked on tech projects, we talked tech, we had our specific jargon and subculture.
I distinctly remember when people asked me what I wanted to do back then, I'd make up some lie, but knew that my future would be living in a single room with no social interaction but with my online friends. (I did not think this to be bad at all, this was my idea of a good life).
I thought tech would evolve to make the internet more into an alternate reality, more separate from the real world. Maybe I was reading too much cyberpunk sci-fi.
In any case, I certainly did not anticipate social media, dating apps and the digitization of traditional brick and mortar businesses. And to be honest, I'm not sure we wouldn't be better off without them.
It seems there aren't that many "pure internet" projects out there. IRC replacements are all tailored for the workplace and real life interaction (maybe except for discord?). It still feels very strange to me that communication platforms would ask your for your real name (especially when, at this point, there's more "reputation" or "social credit" or whatever you'd like to call it attached to my online persona as to my real world one).
Crypto is perhaps the last bastion of such an autarkic technology (i.e. by netizens for netizens) but even that is slowly moving toward real world asset tokenization and institutional integration.