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Imagesimbab wrote in Imagelinux 🤔curious Liverpool, NY

SSL MITM attacks

I have come in contact with a few rather draconian firewalls, and this has sufficiently motivated me to set up SSH over HTTPS (including a patched version of Apache to allow the use of SSL), which should traverse even the most draconian layer-7 firewalls.

Or so I thought.

Can anyone tell me how products like these work? Or if they work at all?

The only thing I can think of is some kind of man-in-the-middle attack, but certainly validating the certificate should prevent something like that from working. Problem is, proxytunnel appears not to do this, so I was curious if my SSL traffic was not as undetectable as I thought.