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Shall I introduce you to the folks over at !selfhosted@lemmy.world?

Definitely not a complete FOSS setup but I decided to go the Apple route a self-hosted Homebridge for non Apple home-kit enabled devices.

spin up a second pihole docker and upgrade them separately so they can failover to the other one while upgrading.

Think I’m going to take this advice and put it in action! Thank you!

I think something else may be wrong if it breaks for 20 minutes.

When I originally setup my PiHole many, many, many months ago when I was still learning the Docker engine I had little to no issue.

I don’t know what caused it either being a power-outage or network loss but ever since I’ve been experiencing DNS related issues (I suspect it’s NTP not syncing), some days I’ll wake up before work realizing “oh shit I have no internet access” frantically trying to fix the issue.

I think i might take the advice of other commenters here and host two PiHole servers on separate devices/stacks, just got to hope my router supports it.