Solved: Outlook 2016 to Exchange 2010 setup

  • Tried to do automatic setup in Outlook 2016 and it failed (kept prompting me for password during autodiscovery), So I thought I will do manual setup instead
  • Manual setup failed with “Log onto Exchange ActiveSync mail Server (EAS): The server cant be found”  Which is weird because Microsoft Remote Connectivity Analyzer succeeded.  Also, setting up the account on Android Phone which uses Active Sync worked.  So why is it complaining that Active Sync is broken?    Turns out that EAS is special type of ActiveSync that’s only compatible with outlook.com.  So that’s a dead end
  • Went back to auto discovery and this time I filled it out with Name, Email address, and Password.  When it prompted me for the password the second time, I changed the username to DOMAIN\username and filled in the same password.  
  • It worked

I guess the proper way is to map DOMAIN\username to username@domain.com, but this does work as a workaround.

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