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on February 5, 2026
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Also, make sure they’re using apps that support 2FA—older clients sometimes skip the prompt. You can check their sign-in logs in Azure AD to see what’s going on during their login attempts. Microsoft Entra multifactor authentication detects unusual activity like repeated sign-in attempts, and may prevent additional attempts to counter security threats. If you've mistakenly made many sign-in attempts, wait until you can try again, or use a different MFA method for sign-in.
No prompt for MFA is happening in 365 apps Outlook desktop. OWA says MFA is satisfied. ONE user only.
OWA, Windows sign-in, and Outlook mobile app proceed to the MFA registration and/or use.We strongly recommend letting your organization's Help desk know if your phone was lost or stolen.Yeap, you describe it exactly and unfortunately we still don’t have an answer.In this case are you saying that there is a password prompt for the users credentials?Out of 140 staff the problem seems to occur once every 2-3 weeks on average.Microsoft Entra multifactor authentication detects unusual activity like repeated sign-in attempts, and may prevent additional attempts to counter security threats.If nothing else works, please report your issue using the Send Feedback link from Authenticator settings.I feel like this issue is getting progressively worse as the fix used to be clearing the credential manager or if it was bad uninstalling the entire Office Suite, clearing all traces and reinstalling and now we are seeing nothing helping it.
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. The repeated issue logging in started after I enabled the modern authentication in the Office 365 administration panel. The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password. Checking the Account in Word showed the correct authentication and subscription. Go to your device's Settings and make sure push notifications are enabled and you have network connectivity. If you are still not able to add your account, please contact Support for personal accounts or reach out to your IT admin for work/school accounts.
Find solutions to common problems with MFA if you are having trouble approving your sign in requests
It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully. Which to me sounds like the issue is service side, not client side. Office 2016 is already Modern Authentication aware so APP passwords are not required. Native IOS and Android Mail apps will require the APP password or users can use Outlook for IOS/Android which is Modern Auth aware. Authenticator requires your mobile device clock to accurately report your local time.
I can't sign in after multiple attempts
In each case the fix has either been one of the above items or a combination of them. There doesn’t appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user. Microsoft Authenticator acts as a secure repository for your account credentials to help you authenticate and access various applications conveniently. When Microsoft Outlook Email Repair Tool Online I switch from company's Teams to client's, I am asked to log in. The log in prompt shows a code and to authenticate it in Microsoft Authenticator.
You are using Email Token Multi-Factor Authentication
Unfortunately when the problem occurs they’ve asked us to ring straight away but of course you can never get them instantly (we’ve just been given someone’s direct number now). To make a long story short we’ve since been asked to collect Outlook logs and install Fiddler to capture additional logging. We strongly recommend letting your organization's Help desk know if your phone was lost or stolen. After your settings are cleared, you'll be prompted to register for two-factor verification the next time you sign in.
Downloading the Authenticator App for Android devices in China
Try going here and looking a the specific users, check if they are set to disabled. It's indicating that the MFA must be done, but nothing's opening/prompting for it. OWA, Windows sign-in, and Outlook mobile app proceed to the MFA registration and/or use. If you no longer have access to the phone number or email address, or you need to add another way to sign in, select I don't have any of Fix Outlook and Office 365 Errors 2025 these when trying to sign in and follow the prompts.
Verification problems
Starting February 2026, we will introduce Jailbreak/Root detection for work/school Entra credentials in Microsoft Authenticator. This change enhances security by preventing Authenticator Entra credentials from functioning on jailbroken or rooted devices. This will forget all Wi-Fi networks and passwords, mobile settings, Virtual Private Network (VPN) and Access Point Name (APN). Microsoft may limit repeated authentication attempts that are performed by the same user in a short period of time. Waiting ten minutes before trying again will usually resolve this, if not you should contact the IT Service Desk for support.
Security verification messages are sent in the language of your account when the security info email/phone number was added. We won't ask you to verify your security info every time you sign in. Occasionally, Fix Outlook Not Opening After Windows Update we might ask you to check it again—for example, if you haven't signed in for a long while. 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.