Searched till my fingers bled; gave up and installed the free "Windows Outlook", but it was a mess that Outlook Stuck on Synchronizing Folders 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 how to fix Outlook not opening today 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 (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.
• So, it looks like the version of Outlook that I have won’t play nice with Modern Authentication.

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.

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.





I’m going to try & switch modern authentication off to see if that is fix Outlook after Windows update issues 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.