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So I got a warning that nginx proxy manager hadn't been renewing my certificates for a while tonight.
(thegoatery.dyndns.org)
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Heh, mine's not so different, multiple subnets - plus Wireguard :)
I don't exactly know why but in the end it was definitely a inter-vlan connectivity problem I kept hitting. The pain was trying to prove it out as the official Nginx Proxy Manager container for unraid didn't include anything like ping / traceroute etc.