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I have an electron app that is signed and notarized. If I zip the app and send it to myself (AirDrop, Dropbox, etc.) it is quarantined (as expected) and it is unable to read files/directories outside of itself. The app has an external config folder that it must read: Parent_Folder (Unzipped) |- CONFIG |- myApp.app When I launch the app, I don't receive a prompt to allow access to the downloads folder, and as a result, it can't read the CONFIG folder. However, I can fix it in one of two ways: Move the .app file (anywhere) and then move it back. xattr -d com.apple.quarantine myApp.app After I complete either one of these steps, I can launch the app and then I receive the prompt to allow access. After that, smooth sailing. What am I missing? I expected that once the user clicks "Open anyway" when presented with the quarantine prompt that it would work. I have no problems launching the app, but it doesn't have the required permissions until I complete step 1 or 2. Edit: Even if the permission is already granted (from a previous attempt) it doesn't work until I complete step 1 or 2.