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Cool idea! Since you're asking for feedback, here's my question:

Is it drawing inside of the window, or is it at a fixed point on the screen? As in, if I underline text and then scroll down, does the underline scroll down with the text? What if I dragged the window to the left or right? I only watched the YouTube video and there was no scrolling (or dragging) while a drawing was visible in the demo, so guessing no?

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Not OP, but I bought the $3 app. When annotating is active, you're drawing on the screen and other content is not interactive. When you deactivate annotation, the annotations vanish and other content is now interactive.

I'm guessing the app creates a transparent NSWindow the size of the screen, and you are drawing to that. That's why scrolling doesn't work.

In order for scrolling to work you'd have to do something like create a transparent window over the app you are drawing on, and scroll the application window that is below using the Accessibility API.

That's correct. I could have used Accessibility API to allow scrolling but apple would not allow me to publish my app on the app store as the app wouldn't be sandboxed.

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