You cannot connect to a server that is running Microsoft Exchange Server from a Microsoft Outlook 2016 for Mac or Outlook for Mac 2011 client after disabling Secure Sockets Layer (SSL) on the server.
You can configure Microsoft Outlook to access your Office 365 account by setting up an Exchange connection. An Exchange connection provides access your email, calendar, contacts, and tasks in Outlook.
You can also set up Outlook to access your email by using IMAP. However, if you use IMAP you can only access your email from Outlook, not your calendar, contacts, and tasks.
Outlook is included with Microsoft Office 365. Faculty, staff, and graduate students with a full-service SUNet ID and undergraduate students with an Office 365 account can download Microsoft Office for Windows via webmail for free. See Microsoft Office for Windows for more information.
You can use Outlook on your laptop or desktop computer when you’re not connected to the Internet. Email, calendar, and other items are kept in an Outlook data file on your computer so you can work offline. You can set the duration of this setting to 1, 3, 6, 12, or 24 months, or All.