Client with O365 the Outlook started to prompt a Windows Security box asking for login and password. Entering the password fails and it would not work. Found this on the Internet.
Basically do the following:
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Please go to this location in registry editor HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Common\Identity
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Delete EnableADALREG and EnableADAL keys
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Restart the computer and then check the behavior of Outlook
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If issue still persists, then go to the same location in registry editor HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Common\Identity
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Create a DWORD key EnableADAL and set the value 1
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