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Reply to Simple transparent app proxy Network Extensions on macOS
That may not apply to your issue, but make sure that you don't have includeAllNetworks set to true (which would sound logical in the first place but causes all sorts of weird failures) in the NETunnelProviderProtocol instance you pass to the NETransparentProxyManager while configuring the proxy in the main app.Doing so causes a networking loop back into the transparent proxy that gets NECP deny messages, which really do not explain the base issue at all. Reported as FB7468866.
Apr ’20