We've also had trouble with Apple Classroom lately. It started with the
certificate messages described in the original post, but after several
rounds with support and re-pushing the certificates, trying changing
class names and properties, updating t...
We have had this problem for quite some time, half a year or so, after
restoring iPads from iCloud backup. It appears to happen in all cases,
independant of network connection. We're using Jamf School, an the retry
to install app un devices stuck, as...
Have you checked if the device may already have the apps installed? With
user enrolment the MDM is not allowed to manage apps the users have
already installed, so if you want to push an app to the device the user
must first delete the app, then the M...