KM can't see portion of screen I just pasted into it

I have seen cases where the screenshot just has black areas on the screen. You can turn on a debug mode with:

defaults write com.stairways.keyboardmaestro.engine FindImageWriteImages -bool YES

And restart the Keyboard Maestro Engine and then and after the failed macro you can look in the /tmp folder for the /tmp/target.tiff and /tmp/screen.tiff files and we can see if something weird is happening with them.

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