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I have no issues in Outlook 365 with being a global disable faulty add-ins in Outlook admin and having modern authentication with multi-factor authentication. If you have an issue that's not listed in this article, go to 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trying everything I found here and at Microsoft, but every 'help' webpage to setup Hotmail and Thunderbird seem badly outdated.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 Help page for assistance.
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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. 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.
Outlook 365 Won't Prompt for Modern Authentication
Modern authentication (ADAL) with AD reset cached Exchange mode 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 therefore have a workaround, but not a solution.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.They suggested clearing credentials, which I have already tried.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.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.
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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. In certain AD FS configurations, the administrator may not have forms-based authentication enabled on the AD FS server. This prevents Windows clients that are running Office from logging in as required by the authentication process.
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Consider trying this while connected to a wired or wireless network (instead of a cellular network) to increase speeds and avoid hitting data limitations. 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. If issues are encountered, it is advised to first re-setup the account in Mac Mail. Removing and re-adding the account using the standard Sign In method will resolve this Outlook Not Sending or Receiving Email error. My concern is that MS will force modern authentication soon, and switch off basic 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.
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