Office 365 Hybrid Constant Credential Prompts
Note: The steps below are not recommended by Microsoft. Verify that modern authentication is enabled before moving forward.
The fix is to set all of the reg keys below to 1, doing so will enable modern authentication.
Office 2013:
HKCU\SOFTWARE\Microsoft\Office\15.0\Common\Identity\EnableADAL
HKCU\SOFTWARE\Microsoft\Office\15.0\Common\Identity\Version
Office 2016:
HKCU\SOFTWARE\Microsoft\Office\16.0\Common\Identity\EnableADAL
All versions 2013+ Create this even if you are on 2016 where it is enabled by default
HKEY_CURRENT_USER\Software\Microsoft\Exchange\AlwaysUseMSOAuthForAutoDiscover
Restart Outlook and the prompts should go away.
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