Book Image

Advanced Penetration Testing for Highly-Secured Environments, Second Edition - Second Edition

By : Lee Allen, Kevin Cardwell
Book Image

Advanced Penetration Testing for Highly-Secured Environments, Second Edition - Second Edition

By: Lee Allen, Kevin Cardwell

Overview of this book

The defences continue to improve and become more and more common, but this book will provide you with a number or proven techniques to defeat the latest defences on the networks. The methods and techniques contained will provide you with a powerful arsenal of best practices to increase your penetration testing successes. The processes and methodology will provide you techniques that will enable you to be successful, and the step by step instructions of information gathering and intelligence will allow you to gather the required information on the targets you are testing. The exploitation and post-exploitation sections will supply you with the tools you would need to go as far as the scope of work will allow you. The challenges at the end of each chapter are designed to challenge you and provide real-world situations that will hone and perfect your penetration testing skills. You will start with a review of several well respected penetration testing methodologies, and following this you will learn a step-by-step methodology of professional security testing, including stealth, methods of evasion, and obfuscation to perform your tests and not be detected! The final challenge will allow you to create your own complex layered architecture with defences and protections in place, and provide the ultimate testing range for you to practice the methods shown throughout the book. The challenge is as close to an actual penetration test assignment as you can get!
Table of Contents (19 chapters)
Advanced Penetration Testing for Highly-Secured Environments Second Edition
Credits
About the Authors
About the Reviewer
www.PacktPub.com
Preface
Index

Firewall lab setup


As we prepare for the challenge, we need to build the core firewalls; there will be three firewalls that we will use in this chapter. They are as follows:

  • M0n0wall

  • Pfsense-1

  • Pfsense-2

The concept will be to create the network architecture and then connect machines to it. Follow the processes and steps we discussed throughout the book and perform a professional penetration test. The main point is, this architecture can support the majority of network types you might encounter and will be an excellent resource for building your skills. An example of the firewall architecture is shown in the following diagram:

As the diagram shows, we will configure three firewalls within our challenge environment and connect with six switches. This is an architecture that is representative of many of the networks that the author has encountered. There is a tendency to have two firewalls inline as we do here. One change that has been made is that the Debian 5 machine is placed outside pfsense...