About HTTPS:
Even the oldest Apache 2 I have, it needs only a vhost file starting with the following three lines to support HTTPS:
<IfModule mod_ssl.c>
<VirtualHost _default_:443>
DocumentRoot /path/to/moodleThey must have some reason unknown to me. This might help: https://docs.moodle.org/en/Transitioning_to_HTTPS.
About the add-ons: I don't know any of them. I guess you have to ask the IT people to give you a supported Moodle version with that add-on installed for testing.