Does win32::GuiTest support java? I read the docs for that module, and it looks like it would do EXACTLY what I need, if it supports java (i.e. the ability to push named buttons, etc.).

I would go try it myself, but I am not sure what the syntax would be in the windows world. And I am on a Linux box right now and it would be a PITA to get to a windows box... but it would be worth it if I could script out all of the events!