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Waiting ten minutes before trying again will usually resolve this, if not you should contact the IT Service Desk for support. Try going here and looking a the specific users, check if they are set to disabled. Mark @accountprotection.microsoft.com as a trusted sender to receive your verification code in your inbox. Outlook still keeps prompting ONLY with the old school grey box.
Find solutions to common problems with MFA if you are having trouble approving your sign in requests
I’d start by checking if those users are somehow excluded from security defaults or if there’s a conditional access policy overriding them. 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.
Verification problems
We won't ask you to verify your security info every time you sign in. Occasionally, we might ask you to check it again—for example, if you haven't signed in for a long while. If you don't recognize the phone number or email address offered when trying to get a verification code, check these things. There may be heavy compromised traffic coming from your geographical location and to protect you, we may also not deliver codes to your account as fast as we would like. While rare, these issues will be automatically resolved after a certain period of time. Randomly still getting the 'can't find this page' error upon first connection..
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Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. Find solutions to common problems or FixTechGuide Office 365 troubleshooting get help from a support agent. Will log a tac also as not finding many docs on this issue on pan site atm.
I object to using the Microsoft Authenticator App on my personal mobile phone for work/study

However i fear this might only be for BYOD / third parties Outlook sync help from FixTechGuide and not applicable to Azure AD joined devices ie company laptops.. At first logon, i was prompted for MFA and connected successfully. This will forget all Wi-Fi networks and passwords, mobile settings, Virtual Private Network (VPN) and Access Point Name (APN). A vast community of Microsoft Office365 users that are working together to support the product and others. We understand this can be frustrating and disruptive, but here are some of the reasons behind blocks, and guidance on how to overcome them. If none of the recommendations on this page have resolved the problem, you can contact the IT Service Desk for support.
- Will log a tac also as not finding many docs on this issue on pan site atm.
- OWA, Windows sign-in, and Outlook mobile app proceed to the MFA registration and/or use.
- There are a number of possible explanations for why verification codes don't always arrive.
- In those 2 times we have user sign back in via OWA first then Outlook, and also the reverse order.
- Try going here and looking a the specific users, check if they are set to disabled.
- After your settings are cleared, you'll be prompted to register for two-factor verification the next time you sign in.
- The error could be caused by malicious activity, misconfigured MFA settings, or other factors.
- Outlook still keeps prompting ONLY with the old school grey box.
- Occasionally, we might ask you to check it again—for example, if you haven't signed in for a long while.
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've tried these steps but are still running into problems, contact your organization's Help desk for assistance. If you're an admin for Microsoft Entra ID and need more support, contact global support phone numbers. 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 these when trying to sign in and follow the prompts.
Steps
If you suspect someone else is trying to access your account, contact your IT administrator. The error could be caused by malicious activity, misconfigured MFA settings, or other factors. To investigate further, ask an IT administrator to look at the Microsoft Entra sign-in logs. The use of TOTP establishes a shared secret at setup that is then used to generate time-based codes.
When you close it and reconnect, it then goes through as expected. It's also intermittent, sometimes goes in first time round.. Other times get the error, close the window, reconnect then it works. Disconnected and reconnected (no MFA second time round) so will wait an hour and see if this prompts for MFA again. I FixTechGuide Windows update Outlook fix have 'single sign out' enabled on my saml auth profile. Microsoft may limit repeated authentication attempts that are performed by the same user in a short period of time.
Digital, Data & Technology
The Help desk can make the appropriate updates to your account. After your settings are cleared, you'll be prompted to register for two-factor verification the next time you sign in. I suspect because i have saml auth profile applied to both portal and gateway, i get prompted to select my azure account twice. If the Microsoft Authenticator app isn't working, you won't be able to sign in to your Microsoft account or other accounts that use two-factor authentication for security.