Sign-in & Login Problems

How to Fix Microsoft 365 Apps Requesting Sign-In Multiple Times a Day

Elise Williams Sep 28, 2026 868 views

Question details

Users are experiencing an issue where Microsoft 365 applications constantly prompt them to sign in multiple times throughout their workday.

Fix Microsoft 365 Apps Repeatedly Requesting Sign-In

Product: Microsoft 365
Device & OS: not provided
Scenario: Using Microsoft 365 Office applications for standard daily workflows.
Observed behavior: Office applications interrupt the user's work by continually asking them to authenticate and sign in multiple times a day.

Before you start

Ensure you have administrative access to your Microsoft 365 tenant, as reviewing and modifying identity and conditional-access policies requires admin privileges.

Solution 1Recommended

Review and Adjust Session Timeout and Conditional Access Policies

Microsoft 365 administrators can adjust the session lifetime and sign-in frequency policies to prevent excessive authentication prompts.

Strict Conditional Access policies and frequent multifactor authentication (MFA) requirements are the most common causes of continuous sign-in prompts. Adjusting the 'Sign-in frequency' control allows users to remain authenticated for a longer duration.

Access the Azure Portal

Navigate to Conditional Access

Go to Protection > Conditional Access > Policies.

Modify Sign-in Frequency

Select the relevant policy affecting your users. Under 'Session', check the 'Sign-in frequency' setting and adjust the time frame (e.g., change from hours to days) to reduce the number of prompts.

Save and Apply

Save the policy changes. Instruct affected users to restart their Microsoft 365 applications for the new policies to take effect.

Policy Application Time: It may take up to 24 hours for Conditional Access policy changes to fully propagate across all devices and users in your organization.

Solution 2

Clear Stored Windows Credentials

Corrupted or conflicting cached credentials on the local device can trap Microsoft 365 apps in a continuous sign-in loop.

Solution 3

Stabilize Network, VPN, and Proxy Connections

Frequent network interruptions or unstable VPN connections can drop the secure session with Microsoft servers, forcing re-authentication.

Free Microsoft Office alternative

Try WPS Office to Avoid Constant Cloud Sign-in Prompts

If Microsoft 365's continuous authentication interruptions are disrupting your daily workflow, consider switching to WPS Office. It provides a powerful, offline-friendly desktop suite that does not rely on aggressive cloud session policies, allowing you to focus on your work without constant sign-in pop-ups.

1. Download the Installer: Visit the official WPS Office website and click 'Download' to get the free installation package.
2. Install the Software: Run the downloaded installer and follow the quick on-screen instructions to set up WPS Office on your device.
3. Open and Edit: Launch WPS Office and directly open your existing Microsoft Office files to continue working immediately.

Highly compatible with Microsoft Word, Excel, and PowerPoint formats (.docx, .xlsx, .pptx)Works perfectly offline without requiring continuous cloud authenticationFree, lightweight, and fast-loading office suiteFamiliar user interface makes migrating from Microsoft 365 seamless

microsoft office alternative - wps office

Frequently Asked Questions

Why does Microsoft Word keep asking me to sign in?

This typically occurs due to expired authentication tokens, strict Conditional Access policies set by your IT administrator, or conflicting cached credentials on your device. Clearing your credentials or adjusting the session timeout policy usually resolves it.

Can a weak internet connection cause Microsoft 365 sign-in prompts?

Yes, unstable network connections, frequently dropping VPNs, or restrictive proxy settings can disrupt the secure session with Microsoft servers. When the connection drops, the app assumes the session is invalid and forces you to re-authenticate.

How do I stop Office 365 from asking for my password every time I open it?

Try clearing your stored credentials. Open the Windows Credential Manager, navigate to 'Windows Credentials', find any entries that start with 'MicrosoftOffice', and remove them. Restart your computer and sign in once to establish a fresh connection.

Login & Account Issues