this post was submitted on 05 May 2025
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The v6 upgrade was such a disaster. I was bitten by it too, it started the upgrade then halfway through decided it didn't like my OS (debian-testing) and crapped out ... leaving me with a b0rked installation. Luckily I was able to return to v5 using my system backup. It was a right pain to figure out how to restore though, because they write files all over /opt, /etc, /usr/bin, /usr/local and /var.
For this reason I have since dockerized my pihole installation. Not only does this allow you to choose the exact pihole version you want (a bare metal install only supports the latest version), but it allows you to centralize your configuration files neatly under a docker volume, so you only have to backup the volume.
I waffled back and forth on a docker install. Outside of the initial panic to reinstall the OS (Ubuntu 24.04 for me), it was relatively straightforward outside of the config. It may be worth it to dockerize it so I can git control the config but not sure how easy it is under v6. They really changed how the files are parsed.
Before pihole was essentially a frontend for dnsmasq but it seems like it's a bit more than that now. I haven't had the chance to look too much under the hood.
If I'm being honest, I've wanted to off-load pihole to my router but lack the time and patience these days. I've reached the point in my life where IT isn't the most important thing anymore and just need it to work.
The box I'm running pihole on hosts several other services as well, so I dread having to reinstall everything. Most of it is dockerized, but still.
Anyway, I also waffled back and forth on dockerizing pihole when I initially installed it ... but ended up going bare metal, and now I wish I would have gone docker from the start. The initial install is perhaps slightly more complicated, but it's so much more maintainable and transportable to other devices: transfer volumes, and run your docker-compose.yml on the other box ... and voila, you've cloned your pihole. I use that system to keep my backup pihole in sync by the way.
Indeed, it doesn't run dnsmasq separately anymore, but somehow incorporates all dnsmasq capabilities and it still uses dnsmasq syntax config files, and can be configured to include the
/etc/dnsmasq.dconfigs.