Searched till my fingers bled; gave up and installed the free "Windows Outlook", but it was a mess that inbox repair tool alternative 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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If you have an issue that's not listed in this article, go to Outlook Stuck on Synchronizing Folders the following Microsoft TechNet wiki page. The wiki page lists other known issues and workarounds. Since Microsoft recently demanded OAuth2 authentication, I've been trying everything I found here and at Microsoft, but every 'help' webpage to setup Hotmail and Thunderbird seem badly outdated. If the error you are encountering is not listed, please create a ticket on our Email and Calendar Helppage for assistance. If memory serves me right, modern auth with 2fa, and being a GA and using the account for outlook are known for issues. So, it looks like the version of Outlook that I have won’t play nice with Modern Authentication.

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.
• 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 have no issues in Outlook 365 with being a global admin and having modern authentication with multi-factor authentication.
• 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 phaseout Basic Authentication and replacingit with Modern Authentication.

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

I’m going to try switch modern authentication off to see if that is recreate Outlook profile step by step 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

(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 iOS11 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.