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Searched till my fingers bled; gave up and installed the free "Windows Outlook", but it was a mess that fix Outlook after Windows update issues 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 Outlook Not Sending or Receiving Email 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
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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
- This issue has been resolved by having users connect to the UO VPN when initially setting up their account with Mac Mail.
- 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.
- Outlook is working on my phone, and I can access everything via the office.com web site.
- UO email accounts set up in Mac Mail prior to the Modern Auth update will continue to work, provided the device is running macOS 10.14 or newer.
- 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’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.
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.

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 Repair Outlook Profile Online 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
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.