As for March 2025, this "bug" probably still exists. Everything works fine and well, but if the popup won't show. I use Qt for development, so I just basically tried a fresh app installation without any permission given with following code: QTcpSocket *socket = new QTcpSocket(); QObject::connect(socket, &QTcpSocket::connected, [](){ qDebug() << "Successfully connected to the server."; }); QObject::connect(socket, QOverload<QAbstractSocket::SocketError>::of(&QTcpSocket::errorOccurred), [socket](QAbstractSocket::SocketError socketError){ qDebug() << "Socket error: " << socketError << socket->errorString(); }); socket->connectToHost("MY-HOST", 1234); if (!socket->waitForConnected(5000)) { qDebug() << "Can't connect to the server " << socket->errorString(); } else { qDebug() << "Successfully connected to the server"; } Then I checked my backend listening to incoming TCP 1234 connections. I was able to see this incoming connection without any problem! nc -lvp 1234 listening on [any] 1234 ... connect to [*.*.*.196] from dslb-*-*-*-*.0.0.*-ip.de [*.*.*.*] 19177 This is definitely a case for https://developer.apple.com/documentation/technotes/tn3179-understanding-local-network-privacy, but the popup doesn't want to show up. Operation Required Making an outgoing TCP connection yes And yes, I do have Info.plist key for that: <key>NSLocalNetworkUsageDescription</key> <string>The app needs the local network to establish a connection with the device.</string> Any ideas? 😀