I have updated Ivan’s Helper Libraries to correctly run directory watches on the latest OpenHAB versions. I have also included a fix from a different fork that apparently makes working with transforms functional. I haven’t tested this functionality myself.
The specific file that needs to be replaced is this one: automation/jsr223/python/core/components/100_DirectoryTrigger.py
I plan to maintain a copy of the helper libraries in that repository. The majority of my OpenHAB configuration is in python at this point, so I need jsr223 to work nicely.