Add Resolve Office 365 Authentication Loop Issues Expert Q&A

Resolve-Office-365-Authentication-Loop-Issues-Expert-Q%26A.md

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+Right now we have it set to prompt when a user is not on any of our corporate networks or they are using a mobile device. To locate and view the registry setting for Anonymous Authentication in the Outlook profile, follow these steps. This issue can occur if the Logon network security setting on the Security tab of the Microsoft Exchange dialog box is set to a value other than Anonymous Authentication. Today was the first time in about 2 months that I had the issue. It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully.
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+Additional resources
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+This is now the 2nd machine that presents the same issue. I have a valid MS 365 subscription that includes 5 device licenses. On the main machine where I have been using the suite, now my account is deactivated and if I try to authenticate, it looks like it works but then get the "Fix", "Authenticate", "Activate" or "Resolve" buttons, all of which do nothing. I checked my MS account info page, subscription is fine. I had this exact issue on another machine, that after 2.5 hours on the phone with MS support (via Zoom), the solution was to uninstall MS Office 365 and reinstall it.
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+Microsoft Office 365 Endless Authentication Loop Issue
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+Native IOS and Android Mail apps will require the APP password or users can use Outlook for IOS/Android which is Modern Auth aware.There doesn’t appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user.I checked my MS account info page, subscription is fine.I had this exact issue on another machine, that after 2.5 hours on the phone with MS support (via Zoom), the solution was to uninstall MS Office 365 and reinstall it.The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password.
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+When we opened the old, existing profile it didn’t ask for ANY authentication, it just started working. Modifying the Outlook profile by using the "Profiles" registry path is not supported and may cause your Outlook profile to be in an unsupported state. [flush DNS and re-sync Outlook](https://educhoice.co.uk/user/profile/43093) Serious problems might occur if you modify the registry incorrectly. Before you access it, back up the registry for restoration in case problems occur. We are looking at using conditional access policies where a user with a Domain joined PC is not prompted for MFA.
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+Outlook stuck in an MFA loop
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+The [credential loop in Microsoft 365](https://git.whistledev.com/gladysdeacon50/lilly2009/-/issues/2) user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted. We checked with Word that the account was connected–it was and the we opened Outlook and it immediately connected. We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA. Have looked all over and people have all sorts of possible solutions, but nothing we found to resolve the issue and get a new issue daily  and just keep going through until it eventually works. I’ve seen this happen when the time and or date is wrong on the machine. It’s not caused by an out of sync MFA prompt as I have personally looked at a number of cases with the user as stepped through it.
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+Outlook 365 Password Prompt Issue on Windows Desktop
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+So not doing anything at all even seems to work. Which to me sounds [Repair Outlook Profile Online](http://www.visualchemy.gallery/forum/viewtopic.php?id=3505460) like the issue is service side, not client side. Problem doesn’t just happen on PC’s connected to the internal network, but can happen when a laptop is remote and connected  via external wifi or mobile hotspot.