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F2B/FW: If it's only available locally/via VPN, I think your threat model is your LAN. People in your wifi or rogue smart home stuff. I think a firewall makes more sense here, but if it's just 1 machine, you should be fine with ufw or the like. If you have several VMs that are supposed to be separated, the solution would depend on the virtualization software.
Unattended upgrades are way better than none at all, both for system and docker. Of course it depends on how important it is that your services are "always" available and I get the NAS struggle though.
Hey, thank you for the comment!
That makes sense, that I would be tightening security on the LAN. It's not just one machine, I have a Raspberry Pi 4 as well running a flavor of Debian (and the Synology NAS), so I would assume a firewall on both the Raspberry Pi and my NUC would make sense? I don't have any VMs that I'm aware of, and I've heard of VLANs but don't know anything about those.
Services don't always have to be available! It's just me and my partner who are accessing them, so nothing like a lot of people who need media playback. I'll have to weigh if it's worth fighting with the NAS over auto reboots, but I'm leaning towards yes as an experiment. I'll have to actually look into how to do unattended Debian security updates, though.