I’m not sure how well it would work in a self-hosted or server-type context, but GPT4all has built in RAG functionality. There’s also a flatpak in addition to the Windows, Mac and .deb installs.

The ability to easily do synchronization through a Nextcloud instance (or commercial cloud storage providers like OneDrive) is what’s keeping me on Joplin.

Maybe I'm misunderstanding this, but their FAQ specifically says:

By default, your documents are stored inside the docker volume paperless_media. Docker manages this volume automatically for you.

It also says that documents are removed from the consumption directory, renamed, and put into a folder that you shouldn't modify.

And that's my problem with the project. I want to be able to keep my file name and organizational structure.

I experimented with self hosting RSSHub a while back and I do believe you could get past rate limiting on Instagram by configuring the app with your personal Instagram account credentials. I think those without an Instagram account were advised to follow pages via the Pikuki route instead.