Troubleshoot sign-in issues with modern authentication when use AD FS Microsoft 365 Microsoft Learn

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It does look llike a one-time thing to switch it on.



modern authentication troubleshooting

Please note that this can take a significant amount of time, depending on the size of your account and your other connected applications (Contacts, Calendar, etc). Consider trying this while connected to a wired or wireless network (instead of a cellular network) to increase speeds and avoid hitting data limitations. UO email accounts set up FixTechGuide Outlook repair tutorial in Mac Mail prior to the Modern Auth update will continue to work, provided the device is running macOS 10.14 or newer. If issues are encountered, it is advised to first re-setup the account in Mac Mail.

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If you have an issue that's not listed in this article, go to how to fix Outlook not opening today the following Microsoft TechNet wiki page. The wiki page lists other known issues and workarounds. Since Microsoft recently demanded OAuth2 authentication, I've been trying everything I found here and at Microsoft, but every 'help' webpage to setup Hotmail and Thunderbird seem badly outdated. If the error you are encountering is not listed, please create a ticket on our Email and Calendar Help page for assistance. If memory serves me right, modern auth with 2fa, and being a GA and using the account for outlook are known for issues. So, it looks like the version of Outlook that I have won’t play nice with Modern Authentication.

Troubleshoot sign-in issues with Office modern authentication when you use AD FS



modern authentication troubleshooting

Modern authentication (ADAL) with AD FS requires the /adfs/services/trust/13/windowstransport endpoint to be enabled. But primarily I am guessing you are changing the server name. This does not enable any oauth list entry that may be available for that server. Then the entry will be in the list for you to select. I have no issues in Outlook 365 with being a global admin and having modern authentication with multi-factor authentication.

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  • But primarily I am guessing you are changing the server name.
  • Then the entry will be in the list for you to select.
  • This prevents Windows clients that are running Office from logging in as required by the authentication process.
  • We will never ask you to call or text a phone number or share personal information.
  • I’ve just switched on Modern Authentication in Office 365, following on from Microsoft’s recommendation.
  • I authorise the applications after installation with modern authentication, and OneDrive client uses it oo, so it looks like it’s only Outlook that’s forcing basic authentication.


I have a couple of PCs that access the system on the same account from Win 10. Both are affected in the same way in that Outlook is constantly asking for a username & password ( not using the modern authentication dialogue box ). I’ve tried various registry changes that I’ve found from Googling, tried changing the password, tried re-installing Office and also enabling & disabling MFA. Microsoft will soon phase out Basic Authentication and replacing it with Modern Authentication.

iOS Mail



I have confirmed that on two different PCs that are accessing the same mailbox with the same version of Outlook, which is the latest version from Microsoft included within my Office 365 package. If it continues to be problematic, you may need to either a.) Remove any related credentials from the users credential manager in Control Panel, it b.) Create a new outlook profile. We will never ask you to call or text a phone number or share personal information.



modern authentication troubleshooting

I’m going to try & switch modern authentication off to see if that is modern authentication troubleshooting the issue, although there doesn’t seem to be any way of doing this. It does look llike a one-time thing to switch it on. I’m quite fortunate that this is just my O365 instance, so customers not being impacted. Desktop SSO is the process that's used to obtain seamless sign-in to Microsoft 365 resources through AD FS from a domain-joined computer that's inside a company network. When desktop SSO fails, users may be unable to activate Microsoft 365 Apps for enterprise or users may be prompted for forms-based logon even though they are using domain joined-computers from inside the company network.



Outlook 365 Won't Prompt for Modern Authentication



Create your account and connect with a world of communities. Once I added the AlwaysUseMSOAuthForAutodiscover value, it popped up the modern auth prompt and worked perfectly. I’ve just switched on Modern Authentication in Office 365, following on from Microsoft’s recommendation.
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