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How to Keep OneDrive in Mac Login Items After Restart

Amos GikundaAmos Gikunda Oct 15, 2026 868 views

Question details

The user needs to ensure OneDrive launches automatically when restarting their Mac.

How to Keep OneDrive in Mac Login Items After Restart
Product
OneDrive
Device & OS
macOS
Scenario
Configuring startup applications on a Mac so that cloud storage syncs automatically immediately after logging in.
Observed behavior
OneDrive continually disappears from the macOS Login Items list after every restart because adding the app exclusively through macOS system settings is insufficient if the app's internal startup preference is disabled.
Before you start

Verify that your Mac has an active internet connection and that you are logged into your OneDrive account with the latest version of the app installed.

Solution 1Recommended

Enable Startup Settings Inside the OneDrive App

Configure OneDrive to open at login using its own internal settings menu, preventing macOS from overriding your startup preferences upon reboot.

macOS system settings alone may not be enough to force OneDrive to start automatically. The application relies on its internal configuration to maintain its presence in the Mac Login Items list.

1
Open OneDrive menu

Locate the OneDrive cloud icon in your Mac's top menu bar and click on it to reveal the application menu.

2
Access settings

Click the gear icon (Help & Settings) located in the top right corner of the OneDrive menu, then select 'Preferences' from the dropdown list.

3
Enable automatic startup

Navigate to the 'General' tab within the Preferences window and check the box next to 'Open at login'.

4
Verify the fix

Restart your Mac and check if OneDrive successfully launches automatically and remains in your system's Login Items list.

Enable Startup Settings Inside the OneDrive App
macOS System Settings Override: Adding OneDrive manually via macOS System Settings > General > Login Items without enabling the in-app preference will usually result in it being removed the next time you boot up.
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Frequently Asked Questions

Why does OneDrive keep disappearing from my Mac's Login Items?

This happens when the 'Open at login' setting is disabled inside the OneDrive app's own preferences. The app's internal configuration will override the macOS System Settings for Login Items, causing it to drop from the list upon restarting.

Can I manually add OneDrive to Mac Login Items via System Settings?

Yes, you can add it via Apple Menu > System Settings > General > Login Items. However, if the startup setting is not also checked within the OneDrive app's own preferences, macOS will likely remove it during the next boot sequence.

What should I do if OneDrive's cloud icon is missing from the Mac menu bar?

Open your Applications folder using Finder and double-click the OneDrive app to launch it manually. Once it starts running, the cloud icon will appear in the top menu bar, allowing you to access its preferences.