Weird Timeout Issues

So I have been using Pi-Hole as my primary DNS server for a weeks without issue but all of the sudden I keep getting timeout errors on my router like the below. My raspberry Pi is connected via ethernet to the router but I keep getting timeouts and every two hours when my router tries to authenticate to the Frontier network the timeout issues causes the router not to authenticate and then I get about 3 -5 minutes of no internet. My Pi-Hole was originally using Quad9 for DNS which I thought was the issue so I changed to OpenDNS and that didn’t solve the problem. I would love some advice on how to solve this issue as I can’t go back to using standard DNS from the ISP. Any advice would be appreciated as I have been trying to figure out for the last 4 + hours.

2019-10-13T00:30:25-04:00 L3 dnsmasq[24607]: no responses from nameserver ‘192.168.254.30’
2019-10-13T00:29:56-04:00 L3 dnsmasq[24607]: nameserver ‘192.168.254.30’ is now responding
2019-10-13T00:29:56-04:00 L3 dnsmasq[24607]: no responses from nameserver ‘192.168.254.30’
2019-10-13T00:29:55-04:00 L3 sdb[2078]: dns_update_resolver - add nameserver[1]: 208.67.222.222
2019-10-13T00:29:55-04:00 L3 sdb[2078]: dns_update_resolver - add nameserver[0]: 192.168.254.30
2019-10-13T00:29:55-04:00 L3 sdb[2078]: dns_update_resolver - start
2019-10-13T00:29:54-04:00 L5 sdb[2078]: conn[2]: interface configured: 47.205.125.97
2019-10-13T00:29:54-04:00 L5 connh[25310]: conn[2] DHCP lease from 47.205.125.1 ip=47.205.125.97/255.255.255.0 leasetime=600 domain= dns1=74.40.74.40 dns2=74.40.74.41 gw=47.205.125.1
2019-10-13T00:29:54-04:00 L5 connh[25310]: conn[2]: Received event RENEW from DHCP client
2019-10-13T00:29:32-04:00 L3 dnsmasq[24607]: nameserver ‘192.168.254.30’ is now responding
2019-10-13T00:29:00-04:00 L3 dnsmasq[24607]: no responses from nameserver ‘192.168.254.30’
2019-10-13T00:28:36-04:00 L3 dnsmasq[24607]: nameserver ‘192.168.254.30’ is now responding
2019-10-13T00:28:23-04:00 L3 dnsmasq[24607]: no responses from nameserver ‘192.168.254.30’

Please send us the token generated by

pihole -d

or do it through the Web interface:

debug.txt (19.7 KB)

I have attached the debug log.

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