We just found out that Nexcess has no way of adding the Lets Encrypt SSL Certificate to the webmail service running on the host. We have https://domain.com which is secured but https://domain.com/webmail shows an SSL security alert only the hosts SSL certificate is served and not our Lets Encrypt Certificate. This is not ideal as a security check that crawls the site will find the path and issue a warning. I understand webmail is available through entering the hosts address instead, but it is cryptic and much harder to memorize. The same goes for just using the raw IP address as Nexcess support suggested. Plesk Obsidian Admin Panel has a simple configuration switch to enable SSL for the webmail as well and a similar option would be nice for managed wordpress as well but unfortunately not even support can enable that right now. :/