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Re: Presentation Advice
From: Craig Freyman <craigfreyman () gmail com>
Date: Wed, 8 Sep 2010 21:43:58 -0600

Great input, thank you.

On Wed, Sep 8, 2010 at 8:13 PM, Dave Ockwell-Jenner <doj () primeinfosec com>wrote:

Hi Craig,

I've given a very similar presentation earlier this year, and shortly
dusting it off to deliver it again to a new audience.

I took a similar approach to show the limitations of traditional security
controls (firewalls, AV, etc.). I have a virtual 'lab' consisting of three
machines which simulate a small office. There is an endpoint desktop system,
running AV (in my case it's AVG Free--kept up-to-date), a server system
hosting shared files and a web site, and a security appliance (Untangle)
providing networking routing, firewall, content inspection, etc.

Lastly, I have a separate 'attacker' system, running Metasploit. I took
Metasploit's meterpreter payload, ran through some AV evasion techniques,
and encoded it up as a VBScript, which I embedded in an innocuous looking
Word document.

I demonstrate that the endpoint system is fully patched and has fully
updated AV. We try to access a few web sites which the security appliance
blocks, to show that it's working. We then open up the suspect Word
document, which is hosted on a professional looking web site, such as you
might be sent a link to in e-mail, IM, etc. The security appliance doesn't
see a problem. IE doesn't see anything wrong with it's download checker. We
even test the file with AV manually, just to be sure.

The 'user' opens up the Word document, the meterpreter payload runs, and we
have pwnage.

I then run through a few things in Metasploit: access sensitive files,
cracking passwords and pivoting to attack the server system.

Last time out, I mostly saw open jaws... and LOTS of questions, which was
the purpose of the presentation :)

Good luck!
Dave.

On 2010-09-08, at 4:59 PM, Craig Freyman wrote:

I'm giving a security presentation to a room full of non IT folks in a
few weeks. The point I want to drive home is that simply having AV and a
Firewall doesn't make you bulletproof. There is a big gap between what the
bad guys can do and what modern security apps can stop or catch. I think one
way to help bridge this gap would be to raise user awareness and to get
users thinking about security issues. I believe most users think that with
AV/Firewall and not clicking on links, they're safe.

I was planning on doing a live demo (crossing fingers) to make this
point. I will set up a rogue AP ("FreeWIFI Connect to ME!"), connect a
client machine and then demonstrate some MITM attacks. I'll also throw in
some SET to have some meterpreter fun. Password stealing, key logging, sound
recording etc... I know I cant get too technical and if I do, I'll loose the
group. I think this demo would get their attention but was wondering if
anyone has done this before and if so, what did you do?
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--
Dave Ockwell-Jenner, President
Prime Information Security • Because business is risky enough™
www.primeinfosec.com • (519) 772-4929




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