

Hmm, I wonder if the failed updates are only direct installs vs docker.
I run two piholes, a primary on a rpi 3b running pios, and a secondary on my main server. Both are installed via docker and both updated without issue (besides the password thing).
I like having the primary DNS on a separate machine; it’s kind of important and I like to mess with the main server a lot…
I definitely recommend it, particularly using docker compose. It’s made it incredibly easy to add, remove, and modify software installs; keeping everything independent and isolated from each other.
This also makes backups and rolling back updates to individual projects much easier when you do run into problems.