Outlook 2021 and Modern Authentication not working Microsoft Q&A

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Once I added the AlwaysUseMSOAuthForAutodiscover value, it popped up the modern auth prompt and worked perfectly.



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 Expert Outlook Tips By FixTechGuide 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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Some users on macOS 10.14 have experienced issues logging back into Mac Mail after Modern Auth is applied to their accounts. Specifically, after successfully responding to the Duo prompt, the pop-up window will remain blank except for a spinning icon and never finish adding the account to the application. This issue has been resolved by having users connect to the UO VPN when initially setting up their account with Mac Mail. After logging in successfully once while connected to the VPN, any removing or re-adding of mailbox not updating on IMAP the account again to Mac Mail should not need the VPN. In many cases, simply removing the account from the application and re-adding the account using the standard Sign In method will resolve any issues being experienced when Modern Authentication is first turned on for an account.

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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  • If the error you are encountering is not listed, please create a ticket on our Email and Calendar Help page for assistance.
  • To resolve this issue, set up AD FS to use forms-based authentication as the secondary form of authentication.
  • After logging in successfully once while connected to the VPN, any removing or re-adding of the account again to Mac Mail should not need the VPN.
  • Additionally, accessing email through a web client will continue to work, even if an application is having issues.
  • Outlook 2013 supports MA but requires a registry entry as already mentioned.
  • They suggested clearing credentials, which I have already tried.
  • 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.
  • 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.


This is due to Modern Authentication's ability to support multi-factor authentication (such as Duo), which is better for information security. When this change goes into effect, any email application that uses Basic Authentication may not work properly. This article contains information about how to troubleshoot problems that affect the ability to sign in to Microsoft Office 2016 apps and Microsoft Office 2013 apps that are enabled for modern authentication. This article also contains resources for IT administrators to address reports about Active Directory Federation Services (AD FS) issues that are specific to Office for Windows platforms. (a) I hadn't previously set up 2FA on my Microsoft account, and it seemed to require this.

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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

Please report suspicious activity using the "Report Abuse" option. We recommend using Outlook on the web to check your email or consider configuring a supported email client. I have also followed the troubleshooter in outlook where a MS tech gives you suggestions ( very slowly ). They suggested clearing credentials, which I have already clear Outlook credentials manager tried. Outlook is working on my phone, and I can access everything via the office.com web site. Now I am constantly being asked to enter passwords for two of my Comcast addresses (my Gmail address works fine).

modern authentication troubleshooting



(c) Hotmail syncs with my iPhone, and this stopped working; however, I simply had to re-enter my usual Hotmail password on the phone to get it working again. Similar to Mac Mail, UO email accounts set up in iOS Mail application prior to the Modern Auth update will continue to work provided the device is running iOS 11 or newer. Outlook 2013 supports MA but requires a registry entry as already mentioned. App password is not needed so long as you’re using a modem version of Outlook. To resolve this issue, set up AD FS to use forms-based authentication as the secondary form of authentication. To do this, follow the appropriate steps for the version that you use.
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