While it's not a "test the GUI" application, Win32::GuiTest probably holds the answer. Using Win32::GuiTest you can dig through windows and dialogues, see controls (including buttons) and poke stuff. Seems like exactly what you want.

Optimising for fewest key strokes only makes sense transmitting to Pluto or beyond

In reply to Re: Assist human unobtrusively in a 3rd party Windows GUI by GrandFather
in thread Assist human unobtrusively in a 3rd party Windows GUI by Marshall

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