I was able to recreate the issue in my Rhino 5 but not Rhino 6. I also realized that, if I just ran the batch file written into the folder manually (by double-clicking on it), it applied the measure without issues. Checking the error message when I run it from Rhino, I see that it’s referencing a location for Ruby that does not exist:
I think it may have something to do with Rhino not having access to certain files. Let me investigate further.