OneDrive File Issues

Fix OneDrive Disappearing from macOS Login Items After Updates

Nimra MalikNimra Malik Oct 28, 2026 868 views

Question details

The user needs to resolve an issue where OneDrive is automatically removed from macOS Login Items after app updates, preventing automatic startup and delaying file synchronization.

How to Fix OneDrive Disappearing from macOS Login Items After Updates
Product
Microsoft OneDrive
Device & OS
macOS
Scenario
Configuring the OneDrive sync client to remain in Mac startup items so continuous and automatic file synchronization is maintained.
Observed behavior
After automatic software updates, OneDrive removes itself from the macOS Login Items list, requiring the user to launch it manually and causing significant delays while it reviews file sync status.
Before you start

Ensure your macOS is updated to the latest version and verify that you have your Microsoft account credentials ready before resetting or reinstalling OneDrive.

Solution 1Recommended

Reset OneDrive and Verify Finder Extensions

Resetting the OneDrive application clears internal bugs causing it to drop from login items, while checking extensions ensures proper system integration.

In newer macOS versions (12.1 and later), OneDrive relies heavily on Apple's Files On-Demand experience. Resetting the app forces it to rebuild its sync roots and re-register properly with macOS startup parameters.

1
Verify Finder Extensions

Open System Settings (or System Preferences), navigate to Extensions, and ensure that the 'OneDrive Finder Integration' is checked and enabled.

2
Relaunch Finder

Hold the Option key on your keyboard, right-click the Finder icon in your Dock, and select 'Relaunch'.

3
Reset the OneDrive App

Open the Applications folder, right-click the OneDrive app, and choose 'Show Package Contents'. Navigate to Contents > Resources, and double-click 'ResetOneDriveApp.command' (or 'ResetOneDriveAppStandalone.command') to run the reset script.

4
Re-add to Login Items

Restart your Mac, open System Settings > General > Login Items, and click the '+' button to add OneDrive back to the list of applications that open at login.

Reset OneDrive and Verify Finder Extensions
Safe Mode Testing: If OneDrive still drops from Login Items, try restarting your Mac in Safe Mode to determine if background programs are interfering with startup items.
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Frequently Asked Questions

Why does OneDrive keep removing itself from Mac login items?

This is a known issue often triggered when the OneDrive client performs an automatic background update. The update process sometimes fails to properly re-register the app in macOS Login Items. Resetting or cleanly reinstalling the app usually resolves the underlying permission conflict.

Where are my OneDrive files located in newer macOS versions?

From macOS 12.1 onward, to comply with Apple's new Files On-Demand experience, the default sync-root location for OneDrive files changed to '~/Library/CloudStorage'.

Does starting the Mac in Safe Mode help fix OneDrive issues?

Yes. Booting your Mac into Safe Mode clears system caches and runs disk checks. It helps identify if third-party background applications or conflicting login items are preventing OneDrive from launching automatically.