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RE: Protection against fake mails
From: Craig Wright <Craig.Wright () bdo com au>
Date: Mon, 14 Apr 2008 14:18:59 +1000

If I want to be really clever....

Step one:
Compromise a router on the path between a mail server on the route of the email you want to spoof.

Step two:
Spoof the IP of the mail server and set rules on the router to store and forward packets allowing all real mails on and 
answering your own packets

Step three:
Create a script using valid options (too easy to make a typo yourself). A few bounce messages to a throw-away account 
will give you all you need from the header.

Step four:
Send Real looking but fake email. Fake IP, fake options and it will seem forensically sound. The only thing will be 
logs and headers on the senders site - and this may not be available.

Craig Wright (GSE-Compliance)

Craig Wright
Manager, Risk Advisory Services

Direct : +61 2 9286 5497
Craig.Wright () bdo com au
+61 417 683 914

BDO Kendalls (NSW-VIC) Pty. Ltd.
Level 19, 2 Market Street Sydney NSW 2000
GPO BOX 2551 Sydney NSW 2001
Fax +61 2 9993 9497

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-----Original Message-----

From: listbounce () securityfocus com [mailto:listbounce () securityfocus com] On Behalf Of Nick Owen
Sent: Friday, 11 April 2008 12:40 AM
Cc: security-basics () securityfocus com
Subject: Re: Protection against fake mails

WALI wrote:
If we a do a google search for the following string "Send free,
anonymous and easy fake email", one of the sites we get is
'deadfake.com'...and many others. I can send an email to myself from
myself by filling in the two fields at the website.

Technically, what such sites seems to be doing is that, such mailers add
an X-Mailer attribute to the message header indicating the message
origin, and an X-Originating-Ip (a real one).

How do I guard against such emails originating from fake email
impersonations. Is there something I can do at our email gateway, proxy
or exchange sever (2003) levels?

As an aside, what a great spam target  collection tool.


Nick Owen
WiKID Systems, Inc.
Commercial/Open Source Two-Factor Authentication
irc.freenode.net: #wikid

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