I have an employee survey application that I developed for my company in Ruby using Tk. I couldn't get it to run using RubyScript2Exe and had to deploy it alongside a silent One Click Ruby deployment. If I unzipped all of the various RubyScript2Exe files to their respective directories things worked, however. I saw that the Tk support files were included in the bundled .EXE as I unzipped it, but there must be something else going on that I missed.