We recently found and have now fixed a bug in Apple DEP Deployments. We had just a handful of support cases on this issue which is what alerted us to this issue and prioritized the fix. The fix is now rolled out, however it’s not retroactive. Here’s the scenario -
You created a DEP profile on or after 7/22/19.
All of the required fields were not filled in. However, due to a bug in our UI, you didn’t get an error message letting you know required fields were not completed.
The service side went to go sync with Apple, and DEP errored out. However, you may not have known why it errored out.
If you’ve got a new DEP deployment not working as expected, and you created the profile after 7/22, then you may be missing the required fields and your profile can’t sync to Apple.
To ensure a proper sync with Apple, kindly create a new profile where you will see prompts for all the necessary fields. Then you should successfully be able to move forward with DEP.