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Hands-On Penetration Testing on Windows
Hands-On Penetration Testing on Windows

Hands-On Penetration Testing on Windows: Unleash Kali Linux, PowerShell, and Windows debugging tools for security testing and analysis

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Hands-On Penetration Testing on Windows

Sniffing and Spoofing

During the 1970s, the United States conducted a daring Signals Intelligence (SIGINT) operation against the Soviet Union called Operation Ivy Bells in the Sea of Okhotsk. Whereas any other message with a reasonable expectation of intercept would have been encrypted, some key communications under the Sea of Okhotsk took place in plaintext. Using a device that captured signals moving through the cable via electromagnetic induction, United States intelligence was able to retrieve sensitive military communication from hundreds of feet below the surface of the sea. It was a powerful demonstration of sniffing—the capture and analysis of data moving through a communications channel.

Decades earlier, the Allies were preparing to liberate Nazi-occupied Western Europe in the 1944 Battle of Normandy. A critical component of success was catching the Germans...

Technical requirements

To get started, you need to have the following requirements:

  • A laptop running Kali Linux
  • A wireless card that supports running as an access point

Advanced Wireshark – going beyond simple captures

I assume you've had some experience with Wireshark (formerly known as Ethereal) by now.  Even if you're new to pen testing, it's hard to avoid Wireshark in lab environments. If you aren't familiar with this fantastic packet analyzer, you'll no doubt be familiar with packet analyzers in general. In fact, a sniffer is a great challenge for anyone learning how to code.  

So, I won't be covering the basics of Wireshark. We are all familiar with packet analyzers as a concept; we know about Wireshark's color-coded protocol analysis and so on. We're going to take Wireshark beyond theory and ordinary capture, and apply it to some practical examples.

Passive wireless analysis

...

Advanced Ettercap – the man-in-the-middle Swiss Army Knife

In the previous chapter, we fooled around with ARP poisoning in Ettercap. I'm like every other normal person: I love a good ARP spoof. However, it's infamously noisyIt just screams, HEY! I'M A BAD GUY, SEND ME ALL THE DATA! Did you fire up Wireshark during the attack? Even Wireshark knows that something is wrong and warns the analyst "duplicate use detected!" It's the nature of the beast when we're convincing the network to send everything to a single interface – what is called unified sniffing.

Now, we're going to take man-in-the-middle to the next level with bridged sniffing, which is bridging together two interfaces on our Kali box and conducting our operations between the two interfaces. Those interfaces are local to us and bridged...

Ettercap filters – fine-tuning your analysis

We've seen just how powerful Ettercap can be out-of-the-box. Where Ettercap really shines is its content filtering engine and its ability to interpret custom scripts. Ettercap makes man-in-the-middle attacks a no-brainer; however, with filters, we can turn a Kali box running Ettercap into, for instance, an IDS. Imagine the combined power of our bridged sniffing attack and custom filters designed to interpret packets and take action on them: dropping them, and even modifying them in transit.

Let's take a look at a basic example to whet our appetite. You may immediately notice the C-like syntax and the similarity to Wireshark display filters. There's a lot of conceptual overlap here; you'll find that analysis of patterns with Wireshark can yield some powerful Ettercap filters:

if (ip.proto == TCP) {
if (tcp...

Getting better – spoofing with BetterCAP

Any good pen tester has a variety of tools at his or her disposal. Often, there are different tools that are comparable to each other in functionality, but one does something better than the other and vice versa. A common pain point for the pen tester is the wonderfully powerful tool that is no longer supported, so you make do with what was last updated a decade ago. Hey, if it ain't broke, don't fix it – some attacks, like ARP spoofing, don't change over the years at their core. However, any bugs that were present are there for life. Ettercap has proven itself to security practitioners, and we've seen its power here, but I'm going to wrap up the sniffing and spoofing discussion with the new kid on the block (relatively speaking): BetterCAP.

First, we can grab BetterCAP on Kali very easily as it&apos...

Summary

In this chapter, we learned about passive versus active sniffing. We started by exploring wireless LANs in monitor mode, which allowed us to capture data without revealing our presence. We used Airodump-ng to organize the wireless environment and inform more precise sniffing with Wireshark. After exploring the basics with Wireshark, we moved on to advanced statistical analysis of both passive and active sniffing methods. For the active sniffing phase, we connected to a network (thus revealing our presence) and captured data visible to our card. We applied advanced display filters to hone in on interesting packets. within even very large network dumps. We then moved on to advanced Ettercap sniffing techniques, focusing on bridged sniffing with two interfaces. To demonstrate the power of this attack, we configured a malicious access point and set up our Kali box to function...

Questions

  1. You put your wireless card in monitor mode and capture raw wireless packets without associating with a WLAN. What sniffing concept is this?
  2. The BSSID of an access point is the same as the hardware's _____________.
  3. Individual devices that are participating in conversations are called ___________ by Wireshark.
  4. What is the Wireshark display filter used to find any packet with the TCP ACK flag set?
  5. When writing Ettercap filters, you can put a space between a function name and the opening parenthesis. (True | False)
  6. What Ettercap filter function will quietly prevent packets from passing to a destination?
  7. How do you reduce the verbosity of Ettercap's command line interface?
  8. What is the file extension of a binary Ettercap filter?
  9. What does ICMP stand for?

Further reading

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Key benefits

  • •Identify the vulnerabilities in your system using Kali Linux 2018.02
  • •Discover the art of exploiting Windows kernel drivers
  • •Get to know several bypassing techniques to gain control of your Windows environment

Description

Windows has always been the go-to platform for users around the globe to perform administration and ad hoc tasks, in settings that range from small offices to global enterprises, and this massive footprint makes securing Windows a unique challenge. This book will enable you to distinguish yourself to your clients. In this book, you'll learn advanced techniques to attack Windows environments from the indispensable toolkit that is Kali Linux. We'll work through core network hacking concepts and advanced Windows exploitation techniques, such as stack and heap overflows, precision heap spraying, and kernel exploitation, using coding principles that allow you to leverage powerful Python scripts and shellcode. We'll wrap up with post-exploitation strategies that enable you to go deeper and keep your access. Finally, we'll introduce kernel hacking fundamentals and fuzzing testing, so you can discover vulnerabilities and write custom exploits. By the end of this book, you'll be well-versed in identifying vulnerabilities within the Windows OS and developing the desired solutions for them.

Who is this book for?

This book is for penetration testers, ethical hackers, and individuals breaking into the pentesting role after demonstrating an advanced skill in boot camps. Prior experience with Windows exploitation, Kali Linux, and some Windows debugging tools is necessary

What you will learn

  • •Get to know advanced pen testing techniques with Kali Linux
  • •Gain an understanding of Kali Linux tools and methods from behind the scenes
  • •See how to use Kali Linux at an advanced level
  • •Understand the exploitation of Windows kernel drivers
  • •Understand advanced Windows concepts and protections, and how to bypass them using Kali Linux
  • •Discover Windows exploitation techniques, such as stack and heap overflows and kernel exploitation, through coding principles

Product Details

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Publication date, Length, Edition, Language, ISBN-13
Publication date : Jul 30, 2018
Length: 452 pages
Edition : 1st
Language : English
ISBN-13 : 9781788295093
Vendor :
Microsoft
Category :
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Product Details

Publication date : Jul 30, 2018
Length: 452 pages
Edition : 1st
Language : English
ISBN-13 : 9781788295093
Vendor :
Microsoft
Category :
Tools :

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Table of Contents

19 Chapters
Bypassing Network Access Control Chevron down icon Chevron up icon
Sniffing and Spoofing Chevron down icon Chevron up icon
Windows Passwords on the Network Chevron down icon Chevron up icon
Advanced Network Attacks Chevron down icon Chevron up icon
Cryptography and the Penetration Tester Chevron down icon Chevron up icon
Advanced Exploitation with Metasploit Chevron down icon Chevron up icon
Stack and Heap Memory Management Chevron down icon Chevron up icon
Windows Kernel Security Chevron down icon Chevron up icon
Weaponizing Python Chevron down icon Chevron up icon
Windows Shellcoding Chevron down icon Chevron up icon
Bypassing Protections with ROP Chevron down icon Chevron up icon
Fuzzing Techniques Chevron down icon Chevron up icon
Going Beyond the Foothold Chevron down icon Chevron up icon
Taking PowerShell to the Next Level Chevron down icon Chevron up icon
Escalating Privileges Chevron down icon Chevron up icon
Maintaining Access Chevron down icon Chevron up icon
Tips and Tricks Chevron down icon Chevron up icon
Assessment Chevron down icon Chevron up icon
Other Books You May Enjoy Chevron down icon Chevron up icon

Customer reviews

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Monet Jul 16, 2021
Full star icon Full star icon Full star icon Full star icon Full star icon 5
Exactly as expected. Author knows topic very well.
Amazon Verified review Amazon
Henry Dec 06, 2018
Full star icon Full star icon Full star icon Full star icon Full star icon 5
In Hands-On Penetration Testing on Windows, Phil Bramwell guides the reader to the beachhead of penetration testing, through the trenches, to emerge on the other side having gained valuable and practical knowledge.Each chapter is packed with useful and practical information, code snippets, and screenshots to help walk the reader through performing these actions themselves (I found the screenshots and code snippets invaluable). The writing is clear, concise and very approachable. As a new security professional, this book has been an incredible tool in furthering my knowledge by performing real-world exercises. I find myself coming back to read a particular section or reference a command time and time again. I can't seem to put it down, even when I think I'm finished.I have a small mountain of half-read security books. They all have useful information, but are sometimes so dense I need to take a break. Hands-On Penetration Testing on Windows is aptly named; the continuous exercises had me blasting through the book every day after work. I learn better when I can try myself and this book has enabled me to do so. Phil writes about penetration testing in a very approchable and enjoyable manner; so much so that I hope we see more books from him.I could go on, but for me this is a definite 5 stars. Whether you're a security professional, hobbyist, or someone with a curiosity about penetration testing, I believe you have a lot to gain from this book. This one book has elevated my knowledge and skills in a way and time frame that I did not think was possible. It has motivated me, by being able to follow along instead of just learning theory, to set up a small lab and learn new things. Pick it up, you won't regret it.
Amazon Verified review Amazon
Franklin Dec 06, 2018
Full star icon Full star icon Full star icon Full star icon Full star icon 5
Ordered this book to learn more about penetration testing for my security role. I can honestly say that it is very well written and the screenshots helps new learners follow and complete each lab. Also, there a few humor jokes that I'm sure you will enjoy. I recommend this book 100%.
Amazon Verified review Amazon
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