Modern Authentication has broken Outlook Software & Applications

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I’m quite fortunate that this is just my O365 instance, so customers not being impacted.



modern authentication troubleshooting

Searched till my fingers bled; gave up and installed the free "Windows Outlook", but it was a mess that flush DNS and re-sync Outlook I can't take. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. Windows 10 will reach EOS (end of support) on October 14, 2025.

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Some users on macOS10.14 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 VPNwhen initially setting up their account with Mac Mail. After logging in successfully once while connected to the VPN, any removing or re-adding of guide to Office 365 sign-in errors 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.

Gmail



  • (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.
  • Once your account has Modern Authentication enabled, you can no longer pull your UO email into Gmail and/or reply from Gmail on behalf of your UO account.
  • For example, if Windows Integrated Authentication is configured as the primary authentication method, it can remain configured this way.
  • 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).
  • The currently configured authentication methods can remain unchanged.
  • In certain AD FS configurations, the administrator may not have forms-based authentication enabled on the AD FS server.
  • Modern authentication (ADAL) with AD FS requires the /adfs/services/trust/13/windowstransport endpoint to be enabled.


This isdue 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.

iOSMail



Removing and re-adding the account using the standard Sign In method will resolve this error. My concern is that MS will force modern authentication soon, and switch off basic authentication. I therefore have a workaround, but not a solution. Is there some kind of setting within O365 that’s forcing Outlook to use basic authentication ? Other apps are using modern authentication perfectly well, including Teams. 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.

Android Mail



modern authentication troubleshooting

Please report suspicious activity using the "Report Abuse" option. We recommendusing 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 Troubleshoot Office 365 Sync and Login Issues 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

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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