TrueNAS supports cloud backups on a schedule to Backblaze; easy to setup, failure alerts. Then with Syncthing or the like you can have a 2nd copy of data on another computer.

I keep anything of importance replicated to most of my devices all the time (photographs are on laptop, server, phone, documents on all three and a media machine encrypted with version history). Then the server does snapshots for easy data recovery back in time, and a cloud backup nightly to Backblaze for off-site-ness.

HexOS is not cheap, but it’s a nice wrapper around TrueNAS. It supports a simple interface for just enough to cover most simple use cases. Then you can drop into TrueNAS if you want something more advanced.

Though I would love to help, I’m no better with a list of unfinished projects :| I could help setup something over a call at one point but I am probably not a good person to keep you accountable.

I use TrueNAS (HexOS) to host Immich (Google Photos), Paperless NGX (Google Drive sort of), Headscale (Tailscale VPN), Syncthing file sync, Backblaze cloud backups, Emby, etc.

I would recommend Emby over JellyFin personally. I have used Plex, JellyFin, and Emby. Plex is removing the point of using it, JellyFin seemed constantly broken for me. Emby worked the first time, and has continued to work without issue since.