Outlook for Mac does not use ActiveSync, it uses Microsofts EWS.
Outlook 2011 Will Not Connect To Exchange Server Update For MavericksSome of the issues you reported were fixed in an update for Mavericks and Yosemite a while back.
You can use this free utility as an Administrator to test Exchange connections. The standalone version of this will be available to the public in September. A rebuilt Outlook for Mac database will fail again within days to a couple weeks, it will. Because Exchange email is all housed on the server, one should completely replace the existing Identity newly configure Outlook for Mac let the email sync from the server. By setting up a test user OS X account and trying the Outlook setup again we can eliminate some possibilities. Please do 2-Factor Authentication if asked to and you should be able to login. Outlook 2011 Will Not Connect To Exchange Server Install The UpdatesFollow the instructions you get on the screen to install the updates. When you start typing the password, the rest of the window will expand, and more options will appear. You can find more information about how to update in the first step in this guide. Information from the log can be useful when you contact us, if you experience any problems.
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