Node.js,Socket.io,Http-Proxy,Cluster,Express - Handshake drops on disconnect - delay in reconnect?

You need to add in a RedisStore so that the socket workers can work together. Note that the latest version of socket.io has a built in RedisStore that you probably should use instead of the connect-redis stuff.

As rbrc, you need some method for the different socket.io servers in your workers to communicate and share data, otherwise when you connect to one and then the other, they can't know that you already have a session. This goes for express' sessions too, and I see you use RedisStore there. Since you have a dependency on redis already, socketio.

RedisStore seems like a good fit, otherwise you could try socket.io-clusterhub.

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