MFA & Verification Issues

How to Fix Microsoft 365 and Authenticator Repeatedly Signing Out

Adam Davis Oct 20, 2026 868 views

Question details

Users experience continuous sign-outs from Microsoft 365 services, including OneDrive, Mail, and browser sessions, prompting repeated MFA code requests.

How to Fix Microsoft 365 and Authenticator Repeatedly Signing Out

Product: Microsoft 365, Microsoft Authenticator
Device & OS: macOS
Scenario: Attempting to stay signed into Microsoft 365 services for continuous synchronization and uninterrupted access.
Observed behavior: The system repeatedly logs the user out, interrupting workflows and demanding new SMS, email, or six-digit verification codes across both education and personal accounts.

Before you start

Ensure you have a stable internet connection and access to your backup verification methods (like a secondary email or phone number) before troubleshooting your authentication settings.

Solution 1Recommended

Contact Your Microsoft 365 Administrator

The most effective way to resolve tenant-wide or account-specific MFA loop issues is through official admin support.

Identify your IT admin

Locate the contact information for your organization's IT admin or campus helpdesk if you are using a work or education account.

Request a service ticket

Ask the admin to open the Microsoft 365 admin center and navigate to Support > New service request to investigate the continuous logouts.

Check tenant settings

Request that the admin verify if the sign-out issue is triggered by the organization's tenant configuration, session timeouts, or conditional access policies.

Contact Your Microsoft 365 Administrator

Solution 2

Create a New macOS User Profile

Corrupted local device settings or keychain access tokens can cause constant MFA prompts. Testing a new profile helps isolate the cause.

Solution 3

Temporarily Reset and Re-enable MFA (Admin Only)

Resetting MFA settings can clear authentication glitches, but this procedure must be handled by your administrator.

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Frequently Asked Questions

Why does Microsoft Authenticator keep asking me to sign in on my Mac?

This is often caused by corrupted Apple Keychain access tokens, strict conditional access policies set by your organization's IT department, or conflicting macOS user profile settings.

Can I fix the constant Microsoft 365 sign-out issue on an education account?

Because education accounts are managed by the school's IT department, you generally cannot fix tenant-level MFA issues yourself. You must contact your campus IT helpdesk to submit a service request on your behalf.

Will reinstalling the Authenticator app fix the sign-out loop?

Reinstalling the app may help if the local app cache is corrupted, but if the issue is tied to your Microsoft 365 tenant policies or device profile settings, the problem will likely return until your administrator resets your MFA.

Login & Account Issues