Frequent timeout when resolving DNS

thanks! I went to read up on double NAT. My network config was wrong as I have 2 192.168.1.1, it probably got confused with routing. I changed router 2 to 192.168.2.1 and I don't have anymore timeout!

It appears in this configuration that neither of the phones are using Pi-Hole for DNS. Is that intentional?

Yes its intentional. This is just a simplied version of my network

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