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RE: How safe are those "Free" Anonymous SSL,HTTPS Proxies?
From: "Burton M. Strauss III" <BStrauss () acm org>
Date: Tue, 20 Apr 2004 15:59:25 -0500

Well, how much do you trust the provider?

The ssl encrypted channel runs from your host -> the provider.

What happens after that is up to them.  But at a minimum, the unencrypted
data will exist on the proxy machine:

                     +-------PROXY-------+
  You (encrypt)------>(decrypt) (encrypt)------>(decrypt)destination
                     +-------PROXY-------+

What guarantee do you have that the 2nd ssl session even exists?
And/or that the proxy is really directing you to the endpoint you asked
for - I can see how something like this would be wonderful for pfishing
attempts.

-----Burton


-----Original Message-----
From: Jon S. [mailto:supercool9000 () hotmail com]
Sent: Tuesday, April 20, 2004 2:46 PM
To: security-basics () securityfocus com
Subject: How safe are those "Free" Anonymous SSL,HTTPS Proxies?



How safe is it for someone to use one of those Anonymous SSL, HTTP proxy
servers
that can be found from the internet (after searching for "free proxy
servers")?

1) Is it just plain stupid to use the "free" Anonymous proxy
servers that we
found from the net,
when we're thinking of securing the communication via "SSL, HTTPS"?

Or would you say "it's still better than revealing your source IP
and jeapordizing your anonymity, use it if you can".

2) Is any part of "Anonymous SSL,HTTPS Proxy" ever sent unencrypted (or
otherwise abnormally vulnerable form), aside from header packets?

3) How difficult is it for someone to intercept AND decipher the
messages,
(in terms of average time assuming typical ssl/https encryption strength)?

Thanks in advance...

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---------------------------------------------------------------------------
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any course! All of our class sizes are guaranteed to be 10 students or less 
to facilitate one-on-one interaction with one of our expert instructors. 
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of an Ethical Hacker to better assess the security of your organization. 
Visit us at: 
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