I abandoned Mac development back around 10.4 when I departed Apple and am playing catch-up, trying to figure out how to register a privileged helper tool that can execute commands as root in the new world order. I am developing on 13.1 and since some of these APIs debuted in 13, I'm wondering if that's ultimately the root of my problem. Starting off with the example code provided here: https://developer.apple.com/documentation/servicemanagement/updating-your-app-package-installer-to-use-the-new-service-management-api Following all build/run instructions in the README to the letter, I've not been successful in getting any part of it to work as documented. When I invoke the register command the test app briefly appears in System Settings for me to enable, but once I slide the switch over, it disappears. Subsequent attempts to invoke the register command are met only with the error message: `Unable to register Error Domain=SMAppServiceErrorDomain Code=1 "Operation not permitted" UserInfo={NSLocalizedFailureReason=Operation not permitted} The app does not re-appear in System Settings on these subsequent invocations. When I invoke the status command the result mysteriously equates to SMAppService.Status.notFound. The plist is in the right place with the right name and it is using the BundleProgram key exactly as supplied in the sample code project. The executable is also in the right place at Contents/Resources/SampleLaunchAgent relative to the app root. The error messaging here is extremely disappointing and I'm not seeing any way for me to dig any further without access to the underlying Objective-C (which the Swift header docs reference almost exclusively, making it fairly clear that this was a... Swift... Port... [Pun intended]).