Suppose I am a rogue employee and I want to syphon some sensitive data out of the office and I only have office internet access for this. My office internet access needs to go through a proxy server, called PS for simplicity. Local USB/CDrom drive access has also been disabled.
Can I ask if this is possible:
Because I can still use the internet, I can download tunnelling software (such as stunnel or equivalent), install it (the administrator did not disable software installation) and setup a secure channel to tunnel data back to a server which I have set up elsewhere? One problem is, all internet access has to go through PS. How easy can this done or is it even possible?