Sure, I see where you are coming from. I used to be in favor of PGP as well, but I think I just was conditioned to it because it was everywhere, eg Linux repositories. The argument I found more convincing in this article is that PGP is a swiss-army knife. You might want to use it in an emergency, but professionals have special tools for each different task. In fact, the article suggests very nice alternatives for each task: Encrypt with age , sign with minisign. Two different tasks, two different tools, no need for a web of trust. Just for the arguments sake why do you think that PGP is worth it given the burden of entry?
Exactly, this is a lost cause. If you participate in society your essential data are simply out there. For most people the task is to minimize their footprint. If we are talking about evading mass surveillance, then we should take for granted that the person will be to one or another degree marginalized, or lead a fringe lifestyle.