I use to run RasPlex on a PiZero with a Bluetooth gamepad as a Plex client. There has to be a jellyfin equivalent. For some time, I have just used older game consoles as media clients instead.
A UPS should always be your first or second purchase if only for power conditioning and brown-out protection.
Remember the net neutrality regulations that douchebag scrapped then opted to make a shitty YouTube video about? I do.
I second Standard Notes. My focus is very geared towards privacy and security and Standard Notes excels at that as well.
If for some reason self hosting doesn’t work out, try looking into Proton Calendar. Secured, encrypted, and Swiss. They do not entertain subpoenas.
This will never cease to sting. Google Play Music was so good.