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Although Office 2013 is shortly to reach its end-of-life (April 2023) it is still in fairly widespread use (from what I’ve seen). Recently there have been a few cases of Outlook 2013 – fully updated – failing to connect to 365 servers; Outlook shows a status of ‘Trying to Connect’ and/or ‘Need Password’. If you do receive a password prompt it is of the old dialogue type, not the modern authentication that 365 now demands, and this is usually the cause of the issue.
To force Outlook 2013 to use Modern Authentication, add the following keys to the registry (when logged in as the user):
HKEY_CURRENT_USER\Software\Microsoft\Exchange\AlwaysUseMSOAuthForAutoDiscover
HKEY_CURRENT_USER\Software\Microsoft\Office\15.0\Common\Identity\EnableADAL
HKEY_CURRENT_USER\Software\Microsoft\Office\15.0\Common\Identity\Version
In each case, create a new DWORD and set the value to 1.
More details can be found in an article on the Microsoft Learn site.
