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I am not sure if it will be of any use as a long time has passed since u had posted the question.
I am doing something similar, rather I am struggling with something similar. We are using Silk Test to perform the task, we were not successful using TM-ART.
We have a applet based application to be monitored, but i do not need to open any image or document, i have to navigate through the application but selecting options from "Tree View", clicking "button" and entering text.
I am able to do most of it, at the same time i do not find it very consistent. If details required do let me know