Those were great films, however, they were niche.
'Superbad' was a big, hollywood thing. A cultural touchstone that we remember, make jokes about, memes.
Very few people ever saw Booskmart or The Death of Stalin.
The Globalization of Hollywood - and increased cultural sensitivities have changed this.
Comedy doesn't cross borders as well as Thor.
Without going into details, cultural sensitivities and fear of Twitter mobs is a 'fundamental' issue. It's not a side issue it's a primary driver. Have a listen to the podcasts and talks by various comedy writers, you can see the evolution.
People with power have their knives out to destroy others - some of them obviously need to be cancelled, and some others raise some questions, but there are very, very few left with the power to make the jokes they want. Everyone else has to kowtow in fear. Comedy requires 'absolute safe spaces' in order to work, particularly writers rooms, which, if we could record what they say ... my god we'd all be offended.
I'm hoping that this will just be a 'phase' but I'm afraid it may not be as the issues overlay with ostensibly historical issues of social justice, and as soon as we broach that domain, everything becomes deadly serious and we all act like good corporate citizens.
It may very well take an established 'provider' like a different kind of Netflix with a different set of sensibilities.
Edit: listen to Tina Fey and Judd Apatow podcasts and less public interviews, they hint at the shift while being very polite about it.