This looks like it runs the ruby command in the wrong working directory where it does not find that script.
You set your working directory with a variable. Using Linux myself, I think environment variables on Windows are enclosed in % like %ProjectFileDir% (or maybe $ signifies a RubyMine variable?). Did you test whether the variable is correctly spelled and holds the expected value?
Otherwise use an absolute path, like in Thomthom’s screenshots:
Thanks for the information Aerilius.
The program executed the assignment in the wrong working directory so it could not find a script.
I have now used an absolute path like in Thomthom’s screenshots.
SketchUp starts up, but does not yet execute any code that I want to debug.
Still a little further search, but then it will certainly succeed.
They are working on a fix. I have been in contact with JetBrains via their Slack channel (https://rubymine.slack.com => #debugger channel) and the latest test-build they gave me restored functionality. I’d expect they’ll release a patch soon.
Maybe you can downgrade while we wait for a patch?
(Alternativly VSCode also works for Ruby debugging.)