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Question

Automatic Device Enrollment Certificate Upload Error

  • January 13, 2026
  • 6 replies
  • 16 views

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Unable to complete file upload. fiie contents does not match file type in Jamf when uploading an automated device enrollment token from apple business manager

6 replies

ktrojano
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  • Jamf Heroes
  • January 13, 2026

@jakekiser Does the server token file you are trying to upload have a .p7m extension?


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  • Author
  • New Contributor
  • January 13, 2026

Yes it does.


ktrojano
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  • Jamf Heroes
  • January 13, 2026

Have you tried downloading another token file?


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  • Author
  • New Contributor
  • January 13, 2026

I have tried multiple times. I even tried a new PEM file.


ktrojano
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  • Jamf Heroes
  • January 13, 2026

Are you using a Mac and Safari? I believe I encountered  this issue before when I was using a Windows computer and switching to a Mac resolved the issue. 


joboo72
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  • Jamf Heroes
  • January 13, 2026
PI-433 (PI149000) Automated Device Enrollment server tokens cannot be successfully uploaded to Jamf Pro when using the Chrome browser. Workaround: Use the Safari or Firefox browser.

It worked for me yesterday in Safari.