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Reply to How to install self signed CA root certificate on iOS 13 simulators
I'm assuming that you are using xcode simulator on Catalina. This is due new security feature with Catalina.You have to grand permissions xcode simultor to reach 3 D user folders (Desktop, Documents and Downloads) however it is not possible yet. So best way to workaround this, place your files in to /User/Shared or any other folder then 3 D user folders and drag&drop on to iOS Simulator.I've tested myself which works as exppected if files are not located on 3 D User folders.
Jan ’20