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Pentesting Active Directory and Windows-based Infrastructure

You're reading from   Pentesting Active Directory and Windows-based Infrastructure A comprehensive practical guide to penetration testing Microsoft infrastructure

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Product type Paperback
Published in Nov 2023
Publisher Packt
ISBN-13 9781804611364
Length 360 pages
Edition 1st Edition
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Author (1):
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Denis Isakov Denis Isakov
Author Profile Icon Denis Isakov
Denis Isakov
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Toc

Table of Contents (13) Chapters Close

Preface 1. Chapter 1: Getting the Lab Ready and Attacking Exchange Server 2. Chapter 2: Defense Evasion FREE CHAPTER 3. Chapter 3: Domain Reconnaissance and Discovery 4. Chapter 4: Credential Access in Domain 5. Chapter 5: Lateral Movement in Domain and Across Forests 6. Chapter 6: Domain Privilege Escalation 7. Chapter 7: Persistence on Domain Level 8. Chapter 8: Abusing Active Directory Certificate Services 9. Chapter 9: Compromising Microsoft SQL Server 10. Chapter 10: Taking Over WSUS and SCCM 11. Index 12. Other Books You May Enjoy

Relaying the hash

In the previous chapter, we covered different possibilities to capture the NTLM response by forcing authentication or using MitM. Now we are getting to the answer of why we want to capture responses. Before we jump into practice, some theory concepts and caveats need to be explained first.

First, there are two versions of the NTLM protocol (v1 and v2). Next, NTLM authentication messages can be relayed cross-protocol as they are protocol-independent. It is important to understand what protocol was used to capture NTLM authentication and what protocol we are planning to relay it over. The following mindmap was created by nwodtuhs and is a good reference for our discussion.

Figure 5.6 – NTLM relay

Figure 5.6 – NTLM relay

Let us focus more on an important topic, which is signing, especially for SMB and LDAP. Signing configuration and existence is controlled by settings on the client and server side. For SMB, it will depend on the protocol version and whether...

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