There are ways to automate Windows testing with Perl... You bettcha!

Amongst other things, take a look at Win32::GuiTest. I was looking for screen shots on the web and came across this: Win32::GuiTest

CPAN Win32-GuiTest readme

another automated Win32 GUI testing article

I'm sure that you will get other ideas here also.
Search Google with: Win32 Gui test.

Update: Ooops.. it appears that what is needed for this app is just some control from/of the Win shell. And yes, Perl can do that.