Pi-Hole not receiving DNS requests

Expected Behaviour:

Pi-Hole should be receiving DNS requests from my Windows 10 laptop and therefore filtering ads. Pi-Hole was configured to be my primary DNS on this device only, not the entire network.

Actual Behaviour:

No ads are being blocked, and there are only 5 DNS requests from my laptop in the query log. It seems like all of these requests were made when the PC was booted up.

Debug Token:

https://tricorder.pi-hole.net/7u2w9v9elv

Run ipconfig /all on the Windows 10 client and check the DNS Servers line.

There can not be any other DNS servers besides the Pi-hole. There is no such thing as fallback or secondary DNS.

Here's what reads out, seems like the address of my pi is the only DNS that comes up:

   Connection-specific DNS Suffix  . :
   Description . . . . . . . . . . . : Killer(R) Wi-Fi 6 AX1650s 160MHz Wireless Network Adapter (201D2W)
   Physical Address. . . . . . . . . : DC-41-A9-A8-DC-D4
   DHCP Enabled. . . . . . . . . . . : No
   Autoconfiguration Enabled . . . . : Yes
   IPv4 Address. . . . . . . . . . . : 192.168.1.29(Preferred)
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   Default Gateway . . . . . . . . . : 192.168.1.1
   DNS Servers . . . . . . . . . . . : 192.168.1.21
   NetBIOS over Tcpip. . . . . . . . : Enabled

Also probably worth noting, the pi is connected to an ASRock router, which is connected to the main Xfinity router in my house. The reason I'm trying to configure the pi-hole on this router is because I am almost always connected to it since its so much faster.

What does

nslookup pi.hole

and

nslookup pi.hole 192.168.1.21

show?

C:\Users\ppett>nslookup pi.hole
Server:  UnKnown
Address:  192.168.1.21

*** UnKnown can't find pi.hole: Non-existent domain

and

C:\Users\ppett>nslookup pi.hole 192.168.1.21
Server:  UnKnown
Address:  192.168.1.21

*** UnKnown can't find pi.hole: Non-existent domain

Hmm, is 192.168.1.21 actually the Pi-hole? Can you ssh to that IP?

Yep that's the static IP I assigned to it. Also can SSH just fine from my laptop. Could it have to do with the configuration of my routers?

I followed the same setup procedure on my main Xfinity router and it worked fine, but only if I was connected to that router. I wanted to see if I could make it work off of the second router since that network is so much faster.

Ok weird update, I was looking through the query on the admin panel and noticed that it blocked 3 requests for quantcount.com from my computer. I tried to connect to that URL and it blocked it, came up on the query and everything.

So it processed this request, but not any others made while browsing over the last day.

Check if your router has anything like Rebind Protection configurable.

I don't see anything in the manual, I'm trying to login to the routers control panel but no one remembers they changed the password to. Probably going to have to reset it when I can

Check the interfaces listener on your pihole Gui, and routing

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