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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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Clear-text credentials in the domain

In this section, we will discuss different ways to obtain credentials in clear text. However, we will not touch on things such as the password.txt file left on the share, the default set of credentials for some applications, and pushing the WDigest parameter so a password can be dumped in clear text from memory. We also will not discuss Internal Monologue attack[1] that allows to obtain credentials without touching LSASS[1]. Our focus is solely on Active Directory. We may find a very old pre-Windows 2000 computer in the domain or the domain may be vulnerable to MS14-025 with the local administrator password encrypted in a Group Policy file. We can try our luck with password spraying or by searching for a password in an Active Directory user’s comment field.

Old, but still worth trying

Recently, I came across some intriguing research published by Oddvar Moe regarding pre-created computer accounts[2]. Apparently, checking the Assign this...

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