I’ve alreqdy mentioned to the DT staff the plugin activation process appears to be buggy. And it might be so for a long time if I take the number of topics regarding the plugin activation into aacount.
The problem apparently is: DT cannot check whether macOS has performed certain steps, as the OS doesn’t allow it.
My suggestion (as mentioned in this thread a while ago):
Create a ‘wizard’ that has the user manually check whether macOS activated certain steps correctly. That’s tedious of course, but it only needs to be performed once.
But it might very well be another solution is possible of course.