I also wonder if it is a somewhat generational thing.
Younger people are more used to some level of surveillance, whether through NSA, facebook, google, advertising cookies, etc. They're more comfortable with surveilling as a general concept, whether they're subjected to it, or they're the ones doing the surveilling. I remember when it was considered extremely rude to google someone before meeting them for the first time. And I'm not old, this was very recent history.
And with Twitter there is the whole callout culture. I used to be in favor of outing hypocrites, but not anymore when I witness the incredibly asymmetric response that public shaming can inspire. And how that response can then be defended as free speech.
So with all that mixed together, free speech is basically equated with mob mentality. When I think that there really should be a few principles inserted that distinguish between the two. Perhaps some personal responsibility in understanding what kind of public impact your free speech can have. Like, refusing to attend a conference is fine; attempting to organize a boycott on grounds like these, especially if successful, threatens the free exchange of ideas.
Also I think there is a generational difference regarding compartmentalization. Like for me I've always had a personal mode, a work mode, a music mode - different modes. For people that are more used to sharing everything wherever, maybe it's ridiculous to them to see someone else try and hold up those boundaries. (This could drive some of the criticism against LambdaConf, in that they'd completely minimize the point about Yarvin attending and leaving Moldbug out of it.)
Finally, there's the conflated argument between being PC and being hostile to challenging ideas; feeling like your worldview is being attacked. They're not the same thing. Being PC is generally a good thing, I see it as a simile for "respectful". But when safe zones and trigger warnings are taken to their extremes, you basically have a community guilty of self-coddling and refusing to have their views challenged and expanded.