Conditional Access Problems

How to Stop Outlook and OneDrive from Requesting Microsoft Authenticator Daily

Rana Garcia Sep 28, 2026 869 views

Question details

Users want to reduce the frequency of Microsoft Authenticator approval requests for Outlook and OneDrive without completely disabling multifactor authentication.

How to Stop Outlook and OneDrive from Requesting Microsoft Authenticator Approval Daily

Product: Microsoft 365 (Outlook, OneDrive)
Device & OS: not provided
Scenario: Using Microsoft 365 business applications for daily workflow and communication.
Observed behavior: Outlook and OneDrive repeatedly ask for credentials and Microsoft Authenticator approvals several times each day.

Before you start

Before troubleshooting, confirm whether you are an end-user or an IT administrator. Resolving repeated MFA prompts typically requires administrative access to modify your organization's Microsoft Entra ID Conditional Access policies.

Solution 1Recommended

Adjust Conditional Access Sign-in Frequency Settings

Modify the session lifetime settings in Microsoft Entra ID to reduce the frequency of multifactor authentication prompts for end-users.

End-users cannot change these security settings on their own. If you are a user, please share these steps with your Microsoft 365 administrator.

Administrators can configure the 'Sign-in frequency' control in Conditional Access to allow users to remain securely authenticated for a specified number of days without daily prompts.

Access Microsoft Entra Admin Center

Navigate to Conditional Access Policies

Go to Protection > Conditional Access > Policies on the left-hand navigation menu.

Edit the Target Security Policy

Select the specific policy that manages access to Microsoft 365 apps (like Outlook and OneDrive), then navigate to the 'Session' control under Access controls.

Configure Sign-in Frequency

Check the 'Sign-in frequency' box, set the desired numerical value (e.g., 30 days or 90 days), and save the policy to apply the new session lifetime.

Adjust Conditional Access Sign-in Frequency Settings

Security Consideration: Do not completely disable multifactor authentication (MFA). Adjusting the session lifetime provides an optimal balance between maintaining network security and improving user convenience.

Solution 2

Clear Corrupted Credentials and Re-register Device

If admin policies are correctly configured but you still face daily prompts, clearing corrupted authentication tokens on your local device can resolve the issue.

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Frequently Asked Questions

Why does Microsoft Authenticator prompt me every day for Outlook and OneDrive?

This is typically caused by your organization's Conditional Access policies. IT administrators can enforce strict sign-in frequencies or require persistent browser sessions that force daily MFA verification to maintain security.

Can I permanently disable Microsoft Authenticator for my work account?

While technically possible by an admin, completely disabling multifactor authentication (MFA) is highly discouraged due to significant security risks. The recommended approach is to have your admin extend the authentication session lifetime instead.

Why do I get prompted for credentials even after my admin changed the session policy?

Your device might have expired local credentials, multiple conflicting accounts, or device registration issues. Try clearing your Windows Credential Manager and reconnecting your work or school account in Windows Settings to refresh your login token.

Microsoft Office Security Issues