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Network Security Pen-Test
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Re: Boot floppy

Subject: Re: Boot floppy
Date: Sun, 15 Apr 2007 09:49:47 -0500
> > On 4/10/07, Mifa wrote:
> >> We have a user who takes a company computer home with them (no its not a
> >> lap top). We have a good reason to need to look at their files.

How I would approach this:

1. Daily gather all sensor data on the user, such as firewall/IPS logs, web proxy logs, etc.

2. Through either a span port or passive network tap, I would capture every packet this user sends and receives. Then, I would thoroughly analyze and profile the traffic. This would accomplish two things; (A) the data would reveal whether or not the user "may" be operating outside their normal duties, and (B) the information retrieved would provide all the necessary clues for social engineering.

3. If enough suspicion has been generated so far, the company should have enough information to simply confiscate the PC for forensic analysis. Chances are the PC is infected with spyware anyway, and that would be an excellent excuse for Desktop Support to swap it out on the user's desk. Even if it's not infected, the user could be told that the IPS and Firewall logs indicate that the PC is infected. Give the user a fresh PC to work on (complete with monitoring software installed) and tell them that their existing data will be provided for them as soon as it is thoroughly scanned by IT Security to ensure that none of the files are infected.


Alternative Step 3:

3. If the company IT policy explicitly states that (A) all company owned computers are under the complete whim of the company AND (B) the user can have no expectation of privacy AND (C) I get a signed authorization from management, I would then proceed to compromise the host through email or browser based exploits, the same way the majority of reckless users get compromised. The exploit(s) would then gather the necessary data from the PC and forward it for analysis.


Caveat: Even if a PC is proved to be transmitting information to an unauthorized destination, that user could be completely innocent. Who knows, maybe the former user who left the company for the competition had a login or trojan on that user's PC and is siphoning data. Maybe they've just been hacked. Just because a computer is doing "bad" things, it doesn't mean that the "known" operator is responsible.


Remember... you're treading on the path of "best practices" and "rules of evidence" here. All local, state, and federal laws must be followed to ensure the integrity of the investigation and the evidence.

Lastly, good luck. In a perfect world management would care and everyone would work together. Reality says that politics, rivalry, and budget will combine to defeat even the most talented and honorable ITSec intentions.

Mark Stingley, IDHAFC
Senior Information Security Analyst

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