RE: Suggested lab materials/systems/setup?

From: Erin Carroll (amoeba@amoebazone.com)
Date: Sat Jul 16 2005 - 00:01:24 EDT


I'd considered Vmware for just the reasons you (and others) mentioned but
since I have the extra hardware lying about I might as well put it to use.
One thing that I need to read up on (or get some info from list members) is
how Vmware handles socket connections. A lot of the assessment tools out
there can query raw sockets (either via network or on the host depending on
type of tool). Since Vmware runs the guest OS in a virtual machine, will the
host OS layer skew report results or external data injection techniques etc?

For instance, let's say Windows 2k3 is susceptible to a new tcp/ip attack
due to the way the 2k3 stack handles things. If I ran a 2k3 guest virtual OS
under a Linux host OS (which does not have vulnerabilities to the same
tcp/ip stack weaknesses) would the host OS interfere when passing that data
to the guest? One hypothetical scenario to help illustrate what I mean:
attacker/tester sends malformed tcp packets to target "2k3" machine. Linux
host OS (which is not vulnerable) accepts packet, ignoring or (worse)
dropping the malformed payload portion, and passes it on to the guest
virtual 2k3 OS. The attack/test fails but in the real world it wouldn't.
Oops.

I'm sure there are other considerations I'm overlooking in regards to a Host
OS/Guest Virtual OS implementation but this was one of the first ones that
came to mind.

I'm a big believer in having a lab setup as close to "real life" as
possible. But if Vmware can reduce the equipment investment and does not
have issues such as I describe above that would be excellent. Anyone have
more experience with Vmware that can answer my above questions?

-Erin Carroll

> -----Original Message-----
> From: Desai, Dipen [mailto:ddesai1@ipolicynetworks.com]
> Sent: Friday, July 15, 2005 2:08 PM
> To: Erin Carroll; pen-test@securityfocus.com
> Subject: RE: Suggested lab materials/systems/setup?
>
> VMWare is the way to go in such testing scenarios. I have it
> setup with multiple guest Operating Systems. You can have
> each Virtual machine set up with the configurations you want
> to and save the image with the required configuration before
> executing the attacks/exploits/malware against those virtual machines.
>
>
> Thanks,
> Deepen Desai
>
> -----Original Message-----
> From: Erin Carroll [mailto:amoeba@amoebazone.com]
> Sent: Sunday, July 10, 2005 3:43 PM
> To: pen-test@securityfocus.com
> Subject: Suggested lab materials/systems/setup?
>
> All,
>
> I'm in the process of setting up a pen-test lab environment
> of several servers running various OS flavors (both Windows &
> BSD/*nix) along with a netscreen-10 firewall and cisco 3825
> to use as the lab router. What do other list members use for
> their lab environments and what suggestions/issues have you
> encountered? I'm just using equipment I have laying around
> but would be interested in hearing about other lab setups to
> get some ideas (or excuses to go shopping) on what else I can
> utilize for pen-testing practice.
>
> I'm definitely going to set up an imaging server (jumpstart &
> Altiris) to make changing things around less painful but I've
> also considered Vmware on the hosts. Basically I'm curious as
> to what you all use to practice pen-testing to keep the
> skills sharp when not "on the job".
>
> Thanks!
> --
> Erin Carroll
> "Do Not Taunt Happy-Fun Ball"
>



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