It is very easy to get blinkered into thinking that the specific problems they're citing absolutely need to be solved, and quite possibly an element of trying to use that as an excuse to reduce some maintenance overhead without understanding its benefits.
The first link [1] suggests avoiding encrypted email due to potential plaintext CC issues and instead recommends Signal or (check this) WhatsApp. However, with encrypted email, I have (or can have) full control over the keys and infrastructure, a level of security that Signal or WhatsApp can't match.
The second link [2] is Moxie's rant, which I don't entirely agree with. Yes, GPG has a learning curve. But instead of teaching people how to use it, we're handed dumbed-down products like Signal (I've been using it since its early days as a simple sms encryption app, and I can tell you, it's gone downhill), which has a brilliant solution: it forces you to remember (better to say to write down) a huge random hex monstrosity just to decrypt a database backup later. And no, you can't change it.
Despite the ongoing criticisms of GPG, no suitable alternative has been put forward and the likes of Signal, Tarsnap, and others [1] simply don't cut it. Many other projects running for years (with relatively good security track records, like kernel, debian, or cpan) have no problem with GPG. This is 5c.
[1] https://latacora.micro.blog/2019/07/16/the-pgp-problem.html
[2] https://moxie.org/2015/02/24/gpg-and-me.html
[3] https://blog.cryptographyengineering.com/2014/08/13/whats-ma...