PiHole not filtering on Raspberry Pi and Google Wifi

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Expected Behaviour:

Access https://pi.hole/admin and block ads on Google Wifi

Actual Behaviour:

I'm pretty much at a loss as to what to do to get Pi-Hole running on Google Wifi. Funny thing is it was running for a week straight until today. When I initially set it up I used this guide and it worked flawlessly:Block ads at home using Pi-hole and a Raspberry Pi - Raspberry Pi

However, I logged into http://pi.hole/admin this evening and noticed that my queries dropped to zero last night around 19:00 EST. I tried to ssh into my Raspberry Pi using ssh pi@raspberrypi

This didn't work at all. It wasn't able to resolve the hostname at all. So I grabbed the IP address from the Google Wifi app and I was able to ssh into the Raspberry Pi. I figured the Pi deserved a reboot to see if that would change anything. I rebooted it and then noticed that my Raspberry Pi wasn't listed anymore in the Google Wifi app as an active device. However, I was still able to ssh into it using its ip address (still unable to use the hostname for whatever reason). I figured something got screwed up with my Google Wifi, so I ended up factory resetting all my nodes. I also reinstalled Raspbian just in case something was screwed up on that end. After I finally got my wifi back and Raspbian reinstalled I was able to see the Pi in the Google Wifi app. However, I still wasn't able to ssh into the Pi using ssh pi@raspberrypi. After some googling the only way I could get the name to resolve is ssh pi@raspberrypi.lan , which I've never had to do before. I followed the Pi-Hole setup link and set the Google Wifi DNS to the ip address of the Raspberry Pi. But it definitely isn't filtering anything other than requests listed as localhost . Also, I still can't get to http://pi.hole/admin. I can only get to http:///admin , which is really strange.

Anyway, since I reset everything and didn't get anywhere I am pretty much at a loss as to what to do. I am able to resolve other hostsnames on my network besides my raspberry pi, so I don't know what could be causing this issue. Any help is appreciated...

Debug Token:

lkm07vog1g

Pi-hole usually won't show up in your router's device list because it uses a static IP address (it doesn't get it from the router's DHCP server).

I don't see any issues in your debug log. Check if you can resolve DNS from a client using Pi-hole:

nslookup pi.hole 192.168.86.99

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