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Pentesting Active Directory and Windows-based Infrastructure

You're reading from   Pentesting Active Directory and Windows-based Infrastructure A comprehensive practical guide to penetration testing Microsoft infrastructure

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Product type Paperback
Published in Nov 2023
Publisher Packt
ISBN-13 9781804611364
Length 360 pages
Edition 1st Edition
Languages
Concepts
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Author (1):
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Denis Isakov Denis Isakov
Author Profile Icon Denis Isakov
Denis Isakov
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Toc

Table of Contents (13) Chapters Close

Preface 1. Chapter 1: Getting the Lab Ready and Attacking Exchange Server 2. Chapter 2: Defense Evasion FREE CHAPTER 3. Chapter 3: Domain Reconnaissance and Discovery 4. Chapter 4: Credential Access in Domain 5. Chapter 5: Lateral Movement in Domain and Across Forests 6. Chapter 6: Domain Privilege Escalation 7. Chapter 7: Persistence on Domain Level 8. Chapter 8: Abusing Active Directory Certificate Services 9. Chapter 9: Compromising Microsoft SQL Server 10. Chapter 10: Taking Over WSUS and SCCM 11. Index 12. Other Books You May Enjoy

Defense Evasion

The main idea of this chapter is simple – know your tooling. It can be very tempting to start pulling fresh tooling from GitHub after getting an initial foothold on the target machine, looking for low-hanging fruit and quick wins. It may work well in some training labs to learn about attacking concepts; however, during real engagement, a mature opponent can easily detect your malicious activity. There are quite a lot of professionally written tools for both defense and offense, not to mention C2 frameworks, vendor EDRs, and so on.

This chapter is not a fully comprehensive guide on how to evade all possible detection. Evasion is a constantly evolving game between the sword and the shield. Several factors can influence the way offensive operation is going, including preparation, the development of specific tooling, the team’s skill set, and the capabilities of both sides. We are not going to touch EDR/antivirus evasion. Excellent books have been published that will teach you how to find and develop possible bypasses, including attacking security solutions themselves.

We will focus on built-in security capabilities that can be deployed and enforced in the Windows environment. In this chapter, we are going to cover the following main topics:

  • AMSI, AppLocker, and PowerShell Constrained Language Mode (CLM) deployment and bypass
  • Deploy PowerShell Enhanced Logging, evade it, and use Sysmon to detect yourself
  • What is ETW? What extra capabilities and insights can it provide?
You have been reading a chapter from
Pentesting Active Directory and Windows-based Infrastructure
Published in: Nov 2023
Publisher: Packt
ISBN-13: 9781804611364
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