Just recently on our Windows Server 2019 with the latest July Updates, we have been having an issue updating the Let’s Encrypt certificate which is controlled by CertifyTheWeb.
Here is the issue:
2021-08-02 10:06:03.503 +01:00 [INF] Validation of the required challenges did not complete successfully. Domain validation failed: sub.domain.co.uk
Fetching http://sub.domain.co.uk/.well-known/acme-challenge/XjWIf04YVz_6JEeSAs6lx1IwqZppnzQgFoj3O7Rvbfg: Timeout during connect (likely firewall problem) BadRequest urn:ietf:params:acme:error:connection
The edge firewall has all open ports to this server as a test - when this used to work only port 80 and 443 were open so have all ports open should work. The firewall on the server is switched off.
Uninstalling and re-installing CertifyTheWeb makes no difference.
Can anyone help troubleshoot this as I’m not sure what else the issue could be.