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OneDrive File Issues

Fix OneDrive Files Not Uploading on Mac (Stuck on Preparing)

Natalie TaylorNatalie Taylor Sep 28, 2026 868 views

Question details

Files copied from an external drive to a Mac are not syncing to OneDrive and remain stuck in the 'Preparing to upload' state.

How to Fix OneDrive Files Not Uploading on Mac
Product
Microsoft OneDrive
Device & OS
Mac
Scenario
Copying files from an external storage drive to a Mac for cloud synchronization.
Observed behavior
Files fail to upload to OneDrive, do not appear online, and continuously display a 'Preparing to upload' status.
Before you start

Ensure your Mac has a stable internet connection and verify that you have sufficient storage space remaining in your OneDrive account before altering network settings.

Solution 1Recommended

Change Mac DNS Settings to Resolve Connection Issues

Updating your DNS to a reliable public server like Google's (8.8.8.8) can bypass local network routing problems preventing OneDrive from communicating with its sync servers.

Network instability or restrictive DNS configurations provided by your ISP often interrupt cloud service connections on macOS. Manually setting a public DNS helps re-establish a stable link.

1
Open Network Settings

Click the Apple menu in the top left corner of your screen and select System Preferences (or System Settings). Click on Network and select your active Wi-Fi or Ethernet connection.

2
Access Advanced Options

Click the Advanced button in the bottom right corner of the Network window, then navigate to the DNS tab at the top.

3
Add a New DNS Server

Click the '+' button under the DNS Servers list, type '8.8.8.8', and press Enter. Click OK, then click Apply to save the changes. Restart the OneDrive app to test the upload.

Change Mac DNS Settings to Resolve Connection Issues
Reverting Changes: If changing the DNS does not resolve the upload issue, you can return to this menu, select the 8.8.8.8 entry, and click the '-' button to restore your default ISP settings.
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Frequently Asked Questions

Why does my OneDrive say 'Preparing to upload' for hours on my Mac?

This typically occurs due to an unstable internet connection, DNS resolution failures, or when attempting to sync a massive batch of files from an external drive at once. Updating your Mac's DNS to a public server like 8.8.8.8 often forces the connection to refresh and resume the upload.

Can I upload files to OneDrive if the Mac application is frozen?

Yes, you can easily bypass the desktop application by signing into OneDrive via your web browser. From there, you can use the manual 'Upload' button to add files or folders directly to your cloud storage.

How do I check if OneDrive's servers are currently down?

You can check the official Microsoft service health dashboard by navigating to portal.office.com/servicestatus in any web browser. This page will display live information regarding any ongoing outages affecting OneDrive and other Microsoft services.