Ok - attached is a capture that shows:
Top: my Enhanced Taskbar settings.
Bottom Left: A Start-11 menu I get sometimes from right-clicking on TaskBar Icons.
Bottom Right: The application's right-click menu I get the rest of the time I right-click on this TaskBar Icon:
Important: I have dual monitors. I have Start-11 set up so that my main (left) monitor has a complete taskbar, and the 2nd (right) monitor has a blank taskbar except for Start-menu-icon, date/time, and the TaskBar Icon for any apps that appear in the right-monitor.
The problem seems to happen only in the 2nd (right) monitor. I cannot make it happen in the left monitor. Perhaps this will help you reproduce it.
/j