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Pentesting Active Directory and Windows-based Infrastructure

Pentesting Active Directory and Windows-based Infrastructure

By : Denis Isakov
4.9 (14)
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Pentesting Active Directory and Windows-based Infrastructure

Pentesting Active Directory and Windows-based Infrastructure

4.9 (14)
By: Denis Isakov

Overview of this book

This book teaches you the tactics and techniques used to attack a Windows-based environment, along with showing you how to detect malicious activities and remediate misconfigurations and vulnerabilities. You’ll begin by deploying your lab, where every technique can be replicated. The chapters help you master every step of the attack kill chain and put new knowledge into practice. You’ll discover how to evade defense of common built-in security mechanisms, such as AMSI, AppLocker, and Sysmon; perform reconnaissance and discovery activities in the domain environment by using common protocols and tools; and harvest domain-wide credentials. You’ll also learn how to move laterally by blending into the environment’s traffic to stay under radar, escalate privileges inside the domain and across the forest, and achieve persistence at the domain level and on the domain controller. Every chapter discusses OpSec considerations for each technique, and you’ll apply this kill chain to perform the security assessment of other Microsoft products and services, such as Exchange, SQL Server, and SCCM. By the end of this book, you'll be able to perform a full-fledged security assessment of the Microsoft environment, detect malicious activity in your network, and guide IT engineers on remediation steps to improve the security posture of the company.
Table of Contents (13 chapters)
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Enumeration detection evasion

Enumeration can be a noisy process if tools are used without precautions. Also, defenders hunt for reconnaissance activities by using security products and deception methods. These methods are like a hidden bell in a dark room – you need to know where it is located to avoid detection. We will cover Microsoft ATA and its successor – Defender for Identity (MDI) together with honey tokens.

Microsoft ATA

Microsoft Advanced Threat Analytics (ATA) is an on-premises platform that helps to protect enterprises from threats. Extended support ends in 2026, so it makes sense to quickly cover it.

In this section, we will discuss only detections for recon methods; other attacks and bypasses will be covered in respective chapters. In general, ATA parses the network traffic of multiple protocols to detect malicious activity. It’s important to mention that it will take time for the tool to learn the normal behavior of the users and machines...

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