Rewind will OCR everything that shows up on your screen but note that we will not be able to identify the specific apps that are being used within Parallels VM or . Example: We would not be able to exclude the Outlook app that's being shown via Parallels since Rewind only detects that Parallels is running, but not Outlook within Parallels. Additionally, we wouldn't be able to use meeting detection, which allows us to automatically record audio based on 'looking for' specific meeting apps, or see that you're opening up an incognito browser within Parallels.
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Please also see: When will Windows be supported?