RE: VmWare and Pen-test Learning

Welcome to the pen-test world John.

Now before everyone freaks out about why I let essentially a basic newbie
question on the list here's why and what kind of responses I was hoping for:
I like to play pool. But in order to get better I do lots of drills of
simple shots over and over. Some people prefer to practice in other ways. In
a similar vein, what types of exercises should John do to increase his
skills and expand his knowledge? I know how I practice my pen-test skills to
stay sharp but hearing some other methods people use might give me some
ideas or other ways to tackle things.

So, he's got Vmware and a couple of images to play with. What kinds of
drills should he work on?

--
Erin Carroll
Moderator
SecurityFocus pen-test list
"Do Not Taunt Happy-Fun Ball"

-----Original Message-----
From: IRM [mailto:irm@xxxxxxxxxxxx]
Sent: Sunday, August 06, 2006 1:58 AM
To: pen-test@xxxxxxxxxxxxxxxxx
Subject: VmWare and Pen-test Learning

Hi all,

I would like to learn about Penetration testing or maybe
Vulnerability Assessment (?) or whatever it is called. I have
set up a few machines on VMWare - Windows 2000 Server,
Windows 2003 Server and Solaris 9.0. These machines are
unpatched with no updates or service pack.

Basically what I would like to achieve in this task is to
demonstrate that these machine are not secured. Thus by using
a well-known exploit that are available in the public space ,
people can easily exploit the system and gain administrator
privilege either by Local exploit or Remote Exploit.

Now, the question is that, where to start? Can people suggest
me where should I start?

Should I start using Nessus and identify all the
vulnerabilities that are applicable on these machines? And
start to do some research on securityfocus.com i.e. to find
the exploit?

Or maybe if there is a list of vulnerabilities for each of
the operating system, I think that would be great! Because I
know that Unicode Exploit on IIS 4.0 is quite famous at that
time. Is there similar thing on Windows 2003? Is there a list
available like TOP 10 Exploit or something?

Cheers,
John






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