I'm not specially gifted at debugging network issues, but I try my best, and lately it seems I have to fight networks quite often.
This is how to debug dns queries using dnsmasq. Dnsmasqhas many many flags and options, but with this I could log when requests are done, and their responses, so it gives you an understanding of what's happening under the hood.
dnsmasq -k -q -h -R --server=8.8.8.8 --log-facility=-
Speaking about dns, here's a recent post by spotify, with more than you ever wanted to know about dns :)
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