RubyMine Webrick does not 'really' shutdown

I am running a trial version of RubyMine 1.1.1 and 1.5, and have also tried it with the Intellij plugin.
I am using java 1.6 and jruby 1.3.1
Clicking the stop button from within RubyMine does not really shutdown the server.
I have to kill the jruby server (the java task) from the task manager (yes, I am on Windows).
When I run the jruby server from Cygwin, it shuts down just fine with Ctrl-C.
I have attached 3 images: one that shows the server in Rubymine after I attempt a shutdown, one that shows it after I try to bring it back up, and one that shows the server up, down, and back up again in cygwin.

Like I said, this is a trial and my company may consider buying several licenses of RubyMine; we already have several Intellij licenses.
Is there a solution, a work around, or a future path for this anytime soon?
I really like RubyMine, and really hoped it would be the answer I was looking for, but this problem is big enough for me to just stick with the Intellij plugin instead of buying RubyMine licenses.

Any direction is appreciated.

Rachel Rowell
Silverpop