I am unable to upload files to ChatGPT5.2 from any of my apple devices. I use OneDrive to manage my files. error message received is 'Failed upload to files.oaiusercontent.com. Please ensure your network settings allow access to this site or contact your network administrator.'
any suggestions
Can you upload files from your boot drive? If so then it's probably the OneDrive that's preventing the upload. In that case check with OneDrive customer support to see how to set up OneDrive so it will upload.
kmex wrote:
I tried saving the files to my Desktop. That way I eliminated OneDrive. That file doesn't upload either. Im talking about .pdf and jpeg.
Can not duplicate this issue when using macOS 26.2 and Safari Version 26.2 (21623.1.14.11.9)
I can upload a .pdf .png, jpg, jpeg files to ChatGPT web interface
The above files are located on my Desktop or in my Documents folder
The error message you have provided is very telling " Please ensure your network settings allow access to this site or contact your network administrator.'
This seems to imply this computer maybe a Managed Computer ie enrolled in a Mobile Digital Management Service like iTunes or Jamf and others
The solution is to not use Safari. Firefox and Chrome work!
You'd better contact customer support for OneDrive to see what they say.
I tried saving the files to my Desktop. That way I eliminated OneDrive. That file doesn't upload either. Im talking about .pdf and jpeg.
ChatGPT unable to upload files on all apple devices
