I have a user that cannot receive Compressor via VPP.

We are successfully using VPP with managed distribution for OS X and iOS. Recently we purchased a single copy of Compressor 4.2 for evaluation.

I have created a VPP assignment, which contains just Compressor. When I scope the assignment to this user, the recalculation dialog appears. After some time, I click back onto the assignment and the recalculation has completed, however when I look in the App Store, while logged in with the user's Apple ID, Compressor is not part of the purchase history.

Looking at the VPP Account itself in Global Management, the Compressor line shows Total: 1, In Use: 1, Reported: 1. If I unscope the user from the assignment the In Use number drops to 0.

Meanwhile I can successfully assign Compressor to a different user. And I can successfully assign other software to the "problem" user.

I have tried deleting and recreating the user, redoing the VPP invitation, deleting and recreating the assignment, and even revoking all apps and reassigning. The behavior is consistent despite all those steps.

What could be the disconnect between Casper and the App Store that is not allowing this assignment?

This is with Casper 9.72 running on OS 10.9.5 Server.