From bbf26246fce2005d9094c7b441ed30e6d9b09588 Mon Sep 17 00:00:00 2001 From: Edythe Giorza Date: Sat, 3 Jan 2026 19:07:57 +0800 Subject: [PATCH] Add Outlook continually prompts for password when you try to connect to Microsoft 365 Outlook Microsoft Learn --- ...o-Microsoft-365-Outlook-Microsoft-Learn.md | 29 +++++++++++++++++++ 1 file changed, 29 insertions(+) create mode 100644 Outlook-continually-prompts-for-password-when-you-try-to-connect-to-Microsoft-365-Outlook-Microsoft-Learn.md diff --git a/Outlook-continually-prompts-for-password-when-you-try-to-connect-to-Microsoft-365-Outlook-Microsoft-Learn.md b/Outlook-continually-prompts-for-password-when-you-try-to-connect-to-Microsoft-365-Outlook-Microsoft-Learn.md new file mode 100644 index 0000000..8e64f0f --- /dev/null +++ b/Outlook-continually-prompts-for-password-when-you-try-to-connect-to-Microsoft-365-Outlook-Microsoft-Learn.md @@ -0,0 +1,29 @@ +Content
+ + + +Also, at the time, that user did not have MFA turned on. In the instances that this occurs the effected user is not new to MFA but has been running it for at least months. The problem appears to randomly affect users (I’ve had it affect myself once too), and the only solution appears to one of (or a combination of) the options in the OP. Out of 140 staff the problem seems to occur once every 2-3 weeks on average. + + + +Additional resources + +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. + + + +Microsoft Office 365 Endless Authentication Loop Issue + +I even tried disabling my anti -virus while authenticating, that didn't work.Microsoft Outlook 2016 and some recent builds of Outlook 2013 are not affected by this issue.If this box is greyed out or disabled then you need to reset the Windows Credential Manager first.We had the issue where Outlook 2016 kept prompting for a password for an Office 365 user whose laptop was connected to their Office 365 account using Windows 10 Pro. + +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. [disable faulty add-ins in Outlook](https://gitlab.mpeeo.com:443/harrietpederso/fix-outlook-and-office-365-errors-20251991/-/issues/2) 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. + +Outlook stuck in an MFA loop + + + +I do NOT have this issue with the other laptop, an iPad, a MacBook Pro and [Outlook OST vs PST repair](https://git.epochteca.com/dorcas06489625/6441repair-corrupted-ost-in-outlook/-/issues/4) tablet. So figuring that was the same issue here, I did the same thing. I'm also getting Error 29, which the MS support rep couldn't explain to me. I even tried disabling my anti -virus while authenticating, that didn't work. + +Outlook 365 Password Prompt Issue on Windows Desktop + +You can reply to reactivate the question if you decide you want to continue. Let's [repair corrupted OST in Outlook](https://gitlab-ce.apps.openshift4.positiva.gov.co/jodinewbold431/selena2016/issues/4) start by answering a few simple questions to understand the problem. We have been experiencing the exact same issue for months now. I experience the issue myself as well, every once in a while. On the off chance that none of these things solve this issue for you, please contact our support team at \ No newline at end of file