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If I delete an app purchased through the Mac App Store, can I download it again without paying for it again like I can with iOS? In the event of an app restore, does the app retain settings, saved progress, etc from the previous installation?

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Yes. Just go to the "Purchases" tab and click "Install" by the app you wish to reinstall:

Well-behaved apps should retain settings, etc upon reinstall, as merely deleting the app from /Applications is not sufficient to remove that information from your system. This may not be the case if an app cleaner is used.

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