Whoa, now that sounds like the use case I've been looking for since I jailbroke mine.
I have calibre set up to just email books to my Kindle, but that's an extra layer of indirection that I really don't need. I'll have to check that out.
Personally I'm most fond of Calibre + Calibre-Web, which masquerades as the Kobo Store and lets you use the built-in Kobo syncing mechanisms with your Calibre library instead of having to do it all within Koreader.
I've been experimenting with Syncthing on Kindle (https://github.com/Darthagnon/syncthing-kindle), but have had no luck seemingly because the Linux kernel included is too old and doesn't support network connections, or because the CPU is too weak.
I switched over to an Onyx Boox reader, so I don't have a Kindle anymore. But I definitely used the same project as you. I used a Kindle Paperwhite 11th gen. The linked project says it works with Kindle Touch, which is VERY old, so I don't think you're having network issues.
It's been a while, but I think I enabled SSH on my Kindle and set it up that way. I started Syncthing via KUAL, then used an SSH reverse proxy to configure Syncthing on my laptop.
It -was- kind of a pain, but once it was good, it was good!