Hi,
I really hope that someone here can help me with this. We have had this error for a few weeks now and I am getting a little desperate here. Jamf and Apple support have not been able to provide a solution either.
Some of our Macs are getting the “Enrolling with management server failed. An unexpected error has occurred <HTTPStatus:502>”. I know that usually means communication issues, but with those Macs that cannot be the case because I can enroll different Macs under the exact same circumstances without any problems. Same time, same cable, same server, everything is the same. On the other hand those Macs always have that problem and it wont go away no matter what I do. I have already tried enrolling via a different network, moving them to a different site, enrolling them via a different PreStage enrollment and much more. Nothing worked. And really bad part is that this issue is spreading. At first only a hand full of my Macs were affected, but now almost 50% of the Macs I try to enroll get this error and once they have it will not go away.
Anyone got suggestions what I could try? Because I'm really out of ideas and neither Apple nor Jamf support can find the issue.