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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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Account persistence

After an adversary gains an initial foothold, the next step is usually to establish persistence. In this section, we will only cover persistence techniques that rely on certificate usage.

PERSIST1 – Active user credential theft via certificates

Users can request a certificate from the CA in the environment for any available template that they are allowed to enroll in. An attacker will probably focus on templates allowing client authentication. An important caveat is that the template should not require manager approval or “authorized signatures” issuance requirements. This requirement defines how many digital signatures must be applied to the certificate request for approval. There is a default template called User, but it may be disabled. To find any other available templates, we can use a tool called Certify[9]. The following command will send LDAP queries and show available templates:

Certify.exe find /clientauth

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