I migrated everything for an Exchange 2010 server on a SBS2011. When a migrated user opens Outlook 2016 (fully patched) for the first time on a domain joined Windows 10 PC on the internal network, he is asked for his password with a screen for basic authentication. Original KB number: 3126599 Symptoms All Exchange services have been disabled. Outlook prompts for password and doesn't use Modern Authentication to connect to Office 365. Passwords are correct as the webmail login works just fine. One user in the company has Outlook 2013 and this one is working fine.
9/7/2020; 2 minutes to read; Applies to: Outlook 2016, Outlook 2013, Exchange Online, Outlook for Office 365, Outlook 2019; In this article.
I have a few Outlook 2010 users that keep asking for their password when launching or configuring the program. In Microsoft Outlook 2016 for Mac, you are repeatedly prompted for authentication while you're connected to your Office 365 account. Outlook prompts for password when Modern Authentication is enabled; Additionally, you can view the following forum thread for common causes: Why does Outlook keep prompting for password; For affected versions of Outlook. If you have an older version of Outlook, change the Logon network security setting to Anonymous Authentication to
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