mpd + Emacs frontend. There are dozens of us

SDF gang rise up. Love the historical aspect of the platform

Huge fan of Session. I think it really hits the sweet spot of being user-accessible (including iOS, Android, and desktop clients with notifications) with a solid encrypted messaging base using Tor-like onion routing.

I’ve been slowly migrating my friends and family over to it (with varying degrees of tech literacy) and have had few issues so far.

Mull on GrapheneOS on my phone, and hardened Firefox (arkenfox) on my desktop/laptop.

I find that this is a pretty capable setup that can handle 95% of what I need to do, and for the other 5% of the time I can fall back to ungoogled-chromium to ensure webpage compatibility

I’ll throw out there that Emacs org-mode is an incredibly robust solution for this, although it may be a bit overkill for your needs (and may send you down an Emacs rabbit hole).

At least for me, it’s gotten to the point that my entire life can be summarized in a giant pile of *.org files. I highly recommend it