We wanted to thank Mario Garza Cienfuegos, Michael Green, and Pawan Kapoor from the Outlook Support team for their contributions. If you have any other tips on the subject, please let us know. If you’re stuck and still need help, we recommend opening a support case to troubleshoot further. Hopefully that helps you address any lingering Outlook for Mac clients using basic authentication. You can address basic authentication calls to on-premises Autodiscover by enabling Hybrid Modern Authentication in your Exchange environment and go a step further with Exchange Server 2019 and block legacy authentication calls with an authentication policy. The Autodiscover process used by current versions of Outlook for Mac will attempt to connect to Exchange Online before trying an on-premises endpoint, so if a client is stuck using basic authentication, re-creating or re-setting the profile as above should get them to switch to modern authentication. For example, if Outlook for Mac starts with an Autodiscover call to an on-premises Exchange server and uses basic authentication, then it will continue to connect to the cloud mailbox using basic authentication, as well. Secondly, it’s optimised for Apple Silicon users. Whatever authentication type is used in the initial Autodiscover call will be the authentication type used for the rest of the session. Microsoft has launched a new version of its Outlook email client for Mac users with two major perks: Firstly, it’s now free. Make sure to use the UPN format instead If all the above checks out, recreate the profile (legacy Outlook for Mac) or reset it (New Outlook for Mac, go to Outlook > Preferences > Accounts and then choose the Reset account option from the … menu near the bottom of the Accounts window).Īnother factor to consider is that Outlook for Mac relies on the server’s response to decide if it will use basic or modern authentication. If it is in NetBIOS format (CONTOSO\jsmith) this will trigger the basic authentication flow. There, look for an entry that contains the DisableModernAuth setting. You will need to check it by going to System Preferences > Profiles.
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