Penetration Testing mailing list archives

Re: sniffing plaintext protocols


From: "itsec.info" <itsec.info () gmail com>
Date: Tue, 1 Aug 2006 17:00:07 +0200

On Monday 31 July 2006 21:38, Dotzero wrote:
On 7/31/06, Shreyas Zare <shreyasonline () yahoo com> wrote:
Its possible if and only if you lie on the same
network. The network may be private/internet. You must
be connected to the same pipe.

Simply not a true statement. I'll give one example as an illustration.

User A at IP address 172.16.1.1 connects to a remote host foo.com
using telnet by entering "telnet foo.com" from a command prompt which
would normally connect to 192.168.1.1 (using RFC 1918 addresses rather
than real ones).

Evil person B has access to a router that is in the path between user
A and the telnet server for foo.com. Evil person B sets up a span port
and sniffs traffic to his hearts content....including the telnet
session. Note that evil person B is not on the same network segment as
either of the endpoints. Obviously, this is a simplified and contrived
example that ignores asymetric routing, etc.
From a security point of view it is a fundamental question whether such a 
scenario is technically possible or not.
If so, how do I have to assess such a risk, how can I check that at a 
penetration test and how about the mitigation.

--
I am looking forward to discussing it.
Regards,
Mike

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