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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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Lateral movement

As we saw in Chapter 5, it is crucial to understand how an adversary can abuse legitimate applications and protocols to expand inside the target environment. SQL Server also broadens lateral movement scenarios via two techniques. One is common and called shared service accounts. The other one is specific only to SQL Server – abusing database links. We will quickly explore the first one and focus on the second. We will examine how to do enumeration on linked servers, execute code, and extract clear-text hardcoded credentials.

Shared service accounts

Using shared service accounts across an environment may lead to disastrous consequences. If a service account is compromised via Kerberoasting, UNC path injection, or any other way, it means that all instances using this account are compromised. Moreover, the service account by default has sysadmin privileges on the database and SQL Server levels, but it also may have extensive privileges on the underlying OS...

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