The only pain point I had using letsencrypt, and it wasn 100% not their fault, was I tried using it to generate the certificate to use with FTPS authentication with a vendor. Since LE expires every 90 days and the vendor emails you every week when you’re 2 months from expiring, that became a pain point and it wasn’t easier to just by a 1 or 2 year cert from godaddy. Thank goodness that vendor moved to sftp with key authentication so none of that is needed anymore