I've been to the server admin and pressed 'install' aftering entering my server's address.
Did you enter a domain or an IP address? Speculation on my part, but perhaps you might be able to install the certs via the Lucee admin if you enter the domain and the certs are installed on a web server in front of Lucee, Apache in your case. If the certs aren't already installed somewhere, I don't see how the Lucee admin could pick them up and install them.
Nothing appears to happen that is different from pressing 'list' there, and even after a restart my tasks break.
I run all scheduled tasks via localhost:8888 if possible to avoid the hassle of installing and maintaining certs using the java keytool, which is what I've done in the past. Every time the JVM is updated, the certs need to be reinstalled.
Is there anyway to check the certificates have been installed ?
It's a Lets Encrypt certificate if it helps. Can I maybe add it's chain/root certificate by hand somewhere ?
My experience in regards to installing certs for api's, if you are able to install the cert via the admin interface by entering the domain, it will install the entire chain. If you install the certs using the java keytool, you'll need to install each cert in the entire chain individually.