[kwlug-disc] Initiating connections to OpenVPN clients

Raul Suarez rarsa at yahoo.com
Thu Jun 30 08:40:18 EDT 2011

After all that explanation I didn't get if the client "C" is running an SSH server.

For you to SSH to the client it must be running an SSH server.
Raul Suarez

Technology consultant
Software, Hardware and Practices
Twitter: rarsamx
An eclectic collection of random thoughts

From: Paul Nijjar <paul_nijjar at yahoo.ca>
To: kwlug-disc at kwlug.org
Sent: Wednesday, June 29, 2011 6:37:43 PM
Subject: [kwlug-disc] Initiating connections to OpenVPN clients

Let's say I have the following: 

- a network named "A", which is an OpenVPN server (running on pfSense,
  as usual)
- a server named "B" on that network. It is running Windows. 
- a client named "C", which has a connection to network A. It is
  running Ubuntu, and has SSHD running on it. 

Client C can see network A. It can make arbitrary connections to
machines in that network, including server B.

However, server B cannot initiate an SSH session on C (or ping it, or
anything else). It can *respond* to requests for client C, but cannot
*initiate* anything. 

My inclination is to say that the firewall in front of client C is
blocking incoming connections from network A. But I don't know whether
OpenVPN can do magic to get around that. Can it?

My eventual goal is to initiate an SSH session from server B to client
C. (Yes, I know this is weird.) Can I do this without installing
Cygwin and SSHD on server B?

- Paul


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