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Notes and links on proxytunnel, sslh, apache, stunnel, putty, ssh and more

Posted by jpluimers on 2016/12/12

This is based on lots of help from Rui Seabra with a G+ remark I made a while ago: “So what would be a proper way to setup an SSH connection over HTTPS given that the proxy in between is CNTLM providing credentials to an NTLM authenticating proxy that does HTTPS man-in-the-moddle? Clients are Linux or Windows with admin access. On the outside Linux with admin access as well.
This is also becoming more and more relevant with “free” WiFi providers only allowing HTTP/HTTPS and playing HTTPS Man-in-the-Middle.”

So the situation is something like this:

  • client ssh client
  • stunnel client
  • man-in-the-middle HTTP/HTTPS proxy only allowing outgoing traffic on ports 80/443
  • server: sslh
    • server apache daemon
    • stunnel daemon
    • server ssh daemon

Some links:

–jeroen

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