JRuby is such an exciting technology, but I felt like this article was more focused on JBang and Javalin than JRuby, but I get it, the goal was to make it work in JRuby.
Personally, I've been digging into using JavaFX with JRuby, we'll see how it goes.
https://github.com/jruby/jrubyfx
I think that has the perfect balance between the productivity of Ruby and the benefit of the JVM but allowing me to share standalone portable jar file.