OneDrive File Issues

Fix OneDrive Requiring Setup After Every Restart on Mac

Rana GarciaRana Garcia Oct 29, 2026 870 views

Question details

The user experiences an issue where OneDrive loses its configuration and requires a full initial setup every time the system restarts.

How to Fix OneDrive Requiring Setup After Every Restart on Mac
Product
OneDrive
Device & OS
macOS 12.3 (Apple Silicon)
Scenario
Starting up or restarting a Mac device with the OneDrive application installed.
Observed behavior
OneDrive fails to remember the sign-in state and repeatedly requests the complete setup process upon each reboot.
Before you start

Ensure you have your Microsoft account email and password ready, as you will need to sign back into OneDrive after clearing your cached credentials.

Solution 1Recommended

Clear Keychain Credentials and Reset OneDrive

This is the most effective method for resolving persistent login loops, as it removes corrupted authentication tokens stored in macOS and resets the app's internal state.

macOS utilizes Keychain Access to securely store app passwords. If the OneDrive entry becomes corrupted or loses permissions, the app will fail to authenticate automatically upon startup.

1
Quit OneDrive

Click the OneDrive cloud icon in your Mac's top menu bar, click the Help & Settings gear icon, and select 'Quit OneDrive'.

2
Clear Keychain Credentials

Press Command + Space to open Spotlight Search, type 'Keychain Access', and press Return. In the search bar at the top right, type 'OneDrive'. Select all resulting entries and delete them.

3
Reset the OneDrive Application

Open Finder, go to Applications, and right-click on the OneDrive app. Select 'Show Package Contents'. Navigate to Contents > Resources and double-click the file named 'ResetOneDriveAppStandalone.command' or 'ResetOneDriveApp.command'.

4
Sign In and Configure Startup

Launch OneDrive from your Applications folder and complete the initial sign-in. Once done, click the OneDrive icon in the menu bar, go to Settings > Preferences, and check the box to 'Open at login'. Restart your Mac to verify the issue is fixed.

Clear Keychain Credentials and Reset OneDrive
Data Safety Assured: Resetting OneDrive and clearing Keychain credentials will not delete your local files or cloud data. It merely refreshes the application's connection settings.
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Frequently Asked Questions

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

This commonly occurs when the macOS Keychain fails to securely store or retrieve OneDrive's authentication tokens. It can also happen if the application's configuration files become corrupted or lack the necessary read/write permissions.

Will resetting the OneDrive app delete my stored files?

No, resetting the app only clears its settings and sync state to resolve connection issues. Your actual documents remain safely stored in your local OneDrive folder and securely backed up online.

How do I ensure OneDrive opens automatically when my Mac starts?

After signing in, click the OneDrive icon in your Mac's top menu bar, select the Settings gear icon, and go to Preferences. Under the General tab, make sure the 'Open at login' option is checked.