Apple is encouraging VPN apps on macOS to transition to Network Extension APIs, if they haven't done so yet, see: TN3165: Packet Filter is not API WWDC25: Filter and tunnel network traffic with NetworkExtension Using Network Extension is fine for VPN apps that are distributed via the Mac App Store. Users get one pop-up requesting permission to add VPN configurations and that's it. However, VPN apps that are distributed outside of the App Store (using Developer ID) cannot use Network Extension in the same way, such apps need to install a System Extension first (see TN3134: Network Extension provider deployment). Installing a System Extension is a very poor user experience. There is a pop-up informing about a system extension, which the user has to manually enable. The main button is "OK", which only dismisses the pop-up and in such case there is little chance that the user will be able to find the correct place to enable the extension. The other button in that pop-up navigates to the correct screen in System Settings, where the user has to enable a toggle. Then there is a password prompt. Then the user has to close the System Settings and return to the app. This whole dance is not necessary for VPN apps on the Mac App Store, because they work with "app extensions" rather than "system extensions". As a developer of a VPN app that is distributed outside of the App Store, my options are: Implement VPN functionality in an alternative way, without Network Extension. This is discouraged by Apple. Use a System Extension with Network Extension. This is going to discourage my users. I have submitted feedback to Apple: FB19631390. But I wonder, why did Apple create this difference in the first place? Is there a chance that they will either improve the System Extension installation process or even allow "app extensions" outside of the Mac App Store?

In some cases the user connects to a WiFi network that doesn't have internet access. The OS itself is able to display a warning in System Settings: However, in my app NWPathMonitor reports that the WiFi path is satisfied. How could I detect that the internet access is not working while WiFi is connected? I could try to connect to my own servers and report failures to the user, but that takes a long time to receive the timeout error. I cannot reduce the timeout, because maybe the user is on a very slow network and long loading time might be expected. But iOS can detect that there is not internet within a few seconds and display a warning, so I wonder how does Apple implement it in System Settings and if there is something I can implement in my app.