Searched till my fingers bled; gave up and installed the free "Windows Outlook", but it was a mess that work offline mode stuck 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 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 recreate Outlook profile step by step 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

The currently configured authentication methods can remain unchanged. For example, if Windows Integrated Authentication is configured as the primary authentication method, it can remain configured this way. Login to server outlook.office365.com with username [Duck ID]@uoregon.edu failed. 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. This page contains information on what errors may come up when setting up your email with Modern Authentication (Modern Auth), and what steps are needed to resolve them.

Gmail

• This issue has been resolved by having users connect to the UO VPN when initially setting up their account with Mac Mail.
• Outlook is working on my phone, and I can access everything via the office.com web site.
• I would have been devastated if I'd had to move away from Thunderbird (which I love) or from Hotmail (which I've been using since it was launched nearly 30 years ago).
• I have no issues in Outlook 365 with being a global admin and having modern authentication with multi-factor authentication.
• I’m quite fortunate that this is just my O365 instance, so customers not being impacted.
• When this change goes into effect, any email application that uses Basic Authentication may not work properly.
• If issues are encountered, it is advised to first re-setup the account in Mac Mail.
• So, it looks like the version of Outlook that I have won’t play nice with Modern 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

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.





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 disable faulty add-ins in Outlook 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).

Outlook 365 Won't Prompt for Modern Authentication

(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.