Automatic Device Enrollment Certificate Upload Error

We ran into this issue today.

Thanks to this thread we were able to switch to Safari and complete the task.

this seems to be the working solution.From what ​@Greg1 has mentioned, you also need an up-to-date version iPadOS. 17 is too old.

This works, and I used Chrome to upload the file.

Just ran into this problem as well with JAMF cloud hosted. Had to use Safari to download and upload the token. 

I also just ran into this problem - was able to complete ASM and VPP renewal on windows - but had to go through the ADE renewal process on a Mac machine

I had been struggling with this for a couple days. I tried from my Intel-based iMac as well as an M4 Macbook Pro, using Chrome on both, or a combination of Chrome and Safari.

The solution was to just use Safari for ALL parts of the process. Downloading the Private Key from JAMF Automated device enrollment page, then uploading that into ABM Device Management Services, and then downloading the Token from the ABM page.

I was originally downloading the private key via Chrome and trying to finish the process via Safari. Nope, you’ve got to use Safari to do the whole process.

This is so stupid. I work in an enterprise environment and everyone has a Windows computer. Incredible. I just wasted 2 hours of my life fighting this until coming across this thread.

I also ran into this issue today and was informed that this issue will be resolved in the upcoming 11.25 update, already available for manual upgrade - Jamf Pro 11.25 Now Available | Community.
See also Resolved Issues - Jamf Pro Release Notes 11.25.0 | Jamf (bottom bullet point)

Thanks for the post. I installed the version update and all is good again.

Thank you! I was going insane getting the “Unable to complete file upload. File contents does not match file type.” over and over again. 

Can confirm the same for everyone, fails to upload using a windows device. Use a mac device, safari and the problem is gone..  3-4-26