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As far as I know, Apple doesn't require that apps be notarized unless they are sold through the App store. I have quite a few apps that are not notarized and work just fine with the beta.
Calibre is python based and works fine. I suspect the issue with deDRM is it's not signed. As a developer, I can create apps that aren't signed. Most people who do that mostly are writing stuff for their personal use rather than for other people to use.
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