Sign-in & Login Problems

Fix Office 365 Repeatedly Asking for Passwords and Sign-In

Camila Milosovich Oct 10, 2026 869 views

Question details

Enterprise users are experiencing a continuous loop of password prompts across multiple Microsoft 365 applications.

How to Fix Office 365 Keeping Asking for Passwords and Signing In Repeatedly

Product: Office 365 Enterprise
Device & OS: not provided
Scenario: Users are attempting to work in Outlook, Teams, Word, and Excel, but are constantly interrupted by authentication windows.
Observed behavior: The sign-in window continuously pops up, autofills, and submits in a loop, persisting even after clearing cache, removing credentials, reinstalling, and resetting the device.

Before you start

Before escalating to Microsoft Support, verify that your organization's network is stable and that there are no active service outages reported on the Microsoft 365 Service health dashboard.

Solution 1Recommended

Create a Support Ticket via the Microsoft 365 Admin Center

Because the sign-in loop persists after extensive local troubleshooting, the issue likely stems from backend authentication, identity, token, or policy configurations that require Microsoft Support intervention.

When typical client-side fixes such as credential removal, cache clearing, and device resets fail to resolve the constant password prompts, the problem usually resides at the tenant or service level. Contacting Microsoft Support directly is the most effective path to a resolution.

Access the Admin Center

Navigate to Support

Click on 'Support' in the left-hand navigation menu, then select 'Help & support' or 'New service request'.

Provide Issue Details

Briefly describe the continuous password prompt issue affecting Outlook, Teams, Word, and Excel. Mention that standard client-side troubleshooting has already been exhausted.

Submit Diagnostic Information

Attach relevant diagnostic logs, list the affected user accounts, provide application and operating system versions, and include the approximate times the sign-in loops occur so the support team can investigate authentication and token anomalies.

Create a Support Ticket via the Microsoft 365 Admin Center

Administrator Privileges Required: Only users with organizational admin rights can open a ticket in the Microsoft 365 admin center. End-users experiencing this issue should report it to their IT department.

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3. Open Your Documents: Directly open your existing Word, Excel, and PowerPoint files and start working without persistent password prompts.

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Frequently Asked Questions

Why does Office 365 keep asking for my password even after I check the 'Remember my credentials' box?

This usually occurs due to corrupted cached credentials in the Windows Credential Manager, outdated Office profiles, or recent backend changes to your organization's security policies, such as newly enforced Multi-Factor Authentication (MFA).

Can clearing the Windows Credential Manager fix Office 365 sign-in loops?

Yes, in many straightforward cases, removing stored 'Office16' credentials from the Windows Credential Manager and restarting your computer resolves temporary authentication glitches. However, if the issue is service-related, the prompts will return.

How do I collect diagnostic logs for Microsoft Support?

Microsoft provides the Support and Recovery Assistant (SaRA) tool, which you can download from their official site. Running SaRA can automatically diagnose many sign-in issues and collect the necessary logs to attach to your support ticket.

Login & Account Issues