This guide assumes you already have Office installed
Open Outlook. Since this is a new install, you'll get a nice splash screen. Type in your email address (youraddress@yourdomain.tld) and hit Connect
You'll likely land on a screen that looks like the following. You want to select IMAP
Set settings as follows:
Incoming Mail
Server: mail.yourdomain.tld
Port: 993
Encryption Method: SSL/TLS
Outgoing Mail
Server: mail.yourdomain.tld
Port: 587
Encryption Method: STARTTLS
If all of that looks good, hit Next
It should prompt you for your password now. Type that in and hit Connect
If it all went well, you should see a screen like this. Congratulations, you're done!
Email Setup (Non Fresh Install)
Open Outlook, and head to "File" in the upper-left corner of the window, then "Info", "Account Settings" and "Account Settings..."
In this window, select "New..."; From here, the setup is the same as the guide for fresh installs listed above
Calendar and Address Book
In order to make the calendar and address book work for outlook, you will need a third party plugin. Here is a list of compatible ones, though each has it's limitations, and none has been tested in production by us:
Tested in Outlook 2016: Seemed easy enough to set up and sync the CalDAV calendar, is relatively slow on first sync. Only supports up to Outlook 2016 at the most.