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Try turning off "force SSL" "HTTP/2" and "HSTS" then try to renew. If that works it's a known bug and there's a fix in this thread:
https://github.com/NginxProxyManager/nginx-proxy-manager/issues/396#issuecomment-1694749898
I had a similar problem - the auto-renew didn't work.
My setup had nginx proxy manager running on an unRaid box using macvlan network, and connected to unifi switching. What the problem was for me was the NPM box wasn't able to get external network connectivity so like you I ended up reinstalling it all over again.
Problem kept happening, so in the end I just ditched it all & went CaddyV2 and (touch wood) so far no problems.
@TagMeInSkipIGotThis My network setup is quite complex. Multiple subnets, plus Tailscale.
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.
I had an issue like this, I actually shelled into the docker container and found that the process to upgrade was running but had stalled. So I killed it and then made a new request and it worked.