*Note - the following is only concerned with managed app distribution through the app store by way of VPP Assignments in JAMF, not self service apps, these are working fine.
I have been working with my managed app distribution for a while, but have ran into some issues. User accounts have been created, VPP invitations send and accepted, and then when I go to assign manged apps to users, sometimes it will show up in their App Store purchased history, and some times it doesn't. After testing variables, I have seen that it is not an iOS version issue or format issue (iphone vs ipad vs ipad mini) as I have setup the device under different accounts and it shows up on one, but not the other. Clearly, these apps are not getting associated with the Apple ID, though the problem seems intermittent. In addition, I have noted that on occasion, but not always, if I go back to the assigned app for that user, uncheck it, and then save, then go back in and edit it, and add the license back to that user it will now show up under App Store > Purchased. Again, this is hit or miss. Has anyone ran into this issue, are there any steps to solve the issue, or at the very least work around it?