I second Sikuli and recommend Sikuli-X. In the end though the company I work for wanted to use a corporate supported solution so I now use UiPath. It is allow

I second Sikuli and recommend Sikuli-X. In the end though the company I work for wanted to use a corporate supported solution so I now use UiPath. It is allowing us to automate repetitive tasks in a Win32 application that uses shdocvw.dll as the shell for Silverlight components, and an embedded TTY emulator among other things. Pointing Spy++ at it revealed an almost infinite event model. Automating with Windows handles just wasn't possible, so the OCR of both Sikuli and UiPath came in handy.