Has HN really helped people connect in this sort of way?
To me, HN has almost always felt anonymous, in the sense that I don't recognize (hardly) any of the users that post (aside from maybe dang). A lot of times, I don't even look at the username.
I think this is a combination of a lack of an avatar that nearly all other social media platforms have (except maybe Reddit, which also feels anonymous for the same reason, but I don't use it much/am not a member), as well as the low contrast username.
HN seems to intentionally deemphasize the author, and draw the focus on the content of the article and comments. Which results in a lack of connection (again, likely by design).
But I've been around for almost 15 years, and can't think of a single person I've connected with outside of HN, and could maybe name less than a handful of users by their username.
Again, not saying this is necessarily a bad thing. Just would be surprised if many people have made friends on HN (unless you're going out of your way/trying to build a network, which I guess some people likely do).