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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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Privilege escalation

This section will be focused on privilege escalation via credential harvesting and authentication coercion. For harvesting, we will need a local Administrator account.

Client push authentication coercion

As we did in previous chapters, here, we will split hash capture and relay phases as well. Our goal is to coerce client push installation account authentication against our controlled machine to capture the NTLM response.

Note

Coercion attacks were presented by Mayyhem in his blog post at https://posts.specterops.io/coercing-ntlm-authentication-from-sccm-e6e23ea8260a.

The important fact is that the attack does not require administrative privileges; the captured client push installation account’s NTLM response will grant administrative access to all other machines where such an account has been used. The main prerequisites are automatic client assignment for a boundary group, automatic site-wide push installation, and allowed connection fallback...

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