Quoted from pinball_ric:Can you elaborate more? I'm new to lets encrypt and it's used on a web server at work. Someone before me set it up but i just used it to get a new cert since we were able to secure an addtional domain. Is there something I should keep an eye out for on why it failed? Were there any warning signs it wasn't renewing properly. I assume it tries to renew multiple times before the cert fully expires.
They use lets encrypt which completely automates the certificate renewal process for you. Certificates are usually valid for 90 days and renew 30 prior to expiry. However, the client sometimes fails or requires attention (i.e. because of new ToS). Monitoring certificate expiry should catch this but probably did not exist or failed for pinside.