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I have no issues in Outlook 365 with being a global rebuild Outlook data file quickly 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trying everything I found here and at Microsoft, but every 'help' webpage to setup Hotmail and Thunderbird seem badly outdated.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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iOS Mail

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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 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. Please note that this can take a significant amount of time, depending on the size of your account and your other connected applications (Contacts, Calendar, etc).

Outlook 365 Won't Prompt for Modern Authentication

Microsoft will soon phase out Basic Authentication and replacing it 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 connection status shows disconnected apps and Microsoft Office 2013 apps that are enabled for modern authentication.

Once I added the AlwaysUseMSOAuthForAutodiscover value, it popped up the modern auth prompt and worked perfectly.Please report suspicious activity using the “Report Abuse” option.Is there some kind of setting within O365 that’s forcing Outlook to use basic authentication ?It does look llike a one-time thing to switch it on.This issue has been resolved by having users connect to the UO VPN when initially setting up their account with Mac Mail.Microsoft will soon phase out Basic Authentication and replacing it with Modern Authentication.My concern is that MS will force modern authentication soon, and switch off basic authentication.

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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. 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.

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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 Repair Outlook Profile Online 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.

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.

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