I am deploying Java 8 with PS App Deployment Toolkit and when I create a user targeted application deployment in SCCM (version 1511 by the way), the Show-InstallationProgress dialog box does not display at all.
Have you configured the “User Experience” setting of your Deployment Type correctly?
Here are mine…
Logon requirement: Only when a user is logged on
Installation program visibility: Normal
Enable “Allow users to view and interact with program installation”