ElFroggio
I looked at the advice from Feb 2014 and I do not understand how this relates to the an traveling user with Outlook.
The same settings are used in the email client, whether the email client is a mobile phone, Outlook on a notebook (I assume that's what you mean by road warrier), or any other email client (Windows Mail, Thunderbird, K9 etc) on any type of computer or mobile phone OS.
I assume here you are wanting IMAPS access to mail on sme server, & not access to mail that Outlook has already downloaded to it's proprietary file format storage.
You need to use secure settings for sme server to allow access remotely, ports 465, 993 for IMAP
If you are having problems, check all the settings carefully & compare them with internal (LAN) email clients.
You need to tell us the hostname if you want advice about it, it should resolve externally & be something like
www.yourserver.com