Hi Matt! This is something our customers run into while deploying MAPI users, so this is a good chance to outline the steps Outlook takes when connecting to a MAPI account. When adding MAPI to an Outlook installation it (Outlook) will check a couple of things as part of it's autodiscover routine and if any of these generate certificate or other errors it might cause account setup to fail and so this is where we advise customers to focus:
- Does the
customer-domain.com DNS server contain an SRV record at
_autodiscover._tcp.customer-domain.com referencing
mail.customer-domain.com on port
443?
So long as the requirements above are met MAPI users should setup successfully without much trouble! Our newly implemented SNI support and built-in SSL generation does account for this via the default hostnames configurations you'll see when setting that up in SmarterMail. This newly added support will not correct issues on the last point I noted above however, and this will require you implement a redirect of sorts on that web server to ensure those calls make it back to the MAPI server interfaces.
I'm sure there are LOTS of other ways to do this but wanted to add my two cents. I hope that helps!
Kyle Kerst
IT Coordinator
SmarterTools Inc.
www.smartertools.com