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I am facing the same issue even with Big Sur (11.5.2) The pop up doesn't come for the access and since there is no permission my app gives error straightaway. Neither am I able to add permissions to my app in Files and Folders section as the + sign is greyed out. Providing fill disk access to my app works but this is not a good solution. Why is MacOS not prompting to ask the user for the permissions? I believe it will not ask if user has already denied the access at the time of first popup or may be user denied manually, but with a fresh install of the app, MacOS should surely ask for the permissions at least once. Am I missing something? Can someone suggest any good workaround? Do Mac developers consider this as a bug at all? Thanks in advance..