Book Image

Mastering Metasploit - Fourth Edition

By : Nipun Jaswal
Book Image

Mastering Metasploit - Fourth Edition

By: Nipun Jaswal

Overview of this book

Updated for the latest version of Metasploit, this book will prepare you to face everyday cyberattacks by simulating real-world scenarios. Complete with step-by-step explanations of essential concepts and practical examples, Mastering Metasploit will help you gain insights into programming Metasploit modules and carrying out exploitation, as well as building and porting various kinds of exploits in Metasploit. Giving you the ability to perform tests on different services, including databases, IoT, and mobile, this Metasploit book will help you get to grips with real-world, sophisticated scenarios where performing penetration tests is a challenge. You'll then learn a variety of methods and techniques to evade security controls deployed at a target's endpoint. As you advance, you’ll script automated attacks using CORTANA and Armitage to aid penetration testing by developing virtual bots and discover how you can add custom functionalities in Armitage. Following real-world case studies, this book will take you on a journey through client-side attacks using Metasploit and various scripts built on the Metasploit 5.0 framework. By the end of the book, you’ll have developed the skills you need to work confidently with efficient exploitation techniques

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Table of Contents (17 chapters)
Preface
Preface
Who this book is for
What this book covers
To get the most out of this book
Download the example code files
Download the color images
Conventions used
Get in touch
Reviews
1
Section 1 – Preparation and Development
Section 1 – Preparation and Development
Free Chapter
2
Chapter 1: Approaching a Penetration Test Using Metasploit
Chapter 1: Approaching a Penetration Test Using Metasploit
Technical requirements
Organizing a penetration test
Mounting the environment
The fundamentals of Metasploit
Conducting a penetration test with Metasploit
Benefits of penetration testing using Metasploit
Case study – reaching the domain controller
Revisiting the case study
Summary
3
Chapter 2: Reinventing Metasploit
Chapter 2: Reinventing Metasploit
Technical requirements
Ruby – the heart of Metasploit
Understanding Metasploit modules
Developing an auxiliary – the FTP scanner module
Developing an auxiliary—the SSH brute force module
Developing post-exploitation modules
Post-exploitation with RailGun
Summary
4
Chapter 3: The Exploit Formulation Process
Chapter 3: The Exploit Formulation Process
Technical requirements
The absolute basics of exploitation
Exploiting a stack overflow vulnerability with Metasploit
Exploiting SEH-based buffer overflows with Metasploit
Bypassing DEP in Metasploit modules
Other protection mechanisms
Summary
5
Chapter 4: Porting Exploits
Chapter 4: Porting Exploits
Technical requirements
Importing a stack-based buffer overflow exploit
Importing a web-based RCE exploit into Metasploit
Importing TCP server/browser-based exploits into Metasploit
Summary
6
Section 2 – The Attack Phase
Section 2 – The Attack Phase
7
Chapter 5: Testing Services with Metasploit
Chapter 5: Testing Services with Metasploit
Technical requirements
The fundamentals of testing SCADA systems
Database exploitation
Testing VOIP services
Summary
8
Chapter 6: Virtual Test Grounds and Staging
Chapter 6: Virtual Test Grounds and Staging
Technical requirements
Performing a penetration test with integrated Metasploit services
Generating manual reports
Summary
9
Chapter 7: Client-Side Exploitation
Chapter 7: Client-Side Exploitation
Technical requirements
Exploiting browsers for fun and profit
Compromising the clients of a website
Metasploit and Arduino – the deadly combination
File format-based exploitation
Attacking Android with Metasploit
Summary
10
Section 3 – Post-Exploitation and Evasion
Section 3 – Post-Exploitation and Evasion
11
Chapter 8: Metasploit Extended
Chapter 8: Metasploit Extended
Technical requirements
Basic Windows post-exploitation commands
Windows versus Linux basic post-exploitation commands
Advanced Windows post-exploitation modules
Advanced multi-OS extended features of Metasploit
Privilege escalation with Metasploit
Summary
12
Chapter 9: Evasion with Metasploit
Chapter 9: Evasion with Metasploit
Technical requirements
Evading Meterpreter detection using C wrappers and custom encoders
Evading Meterpreter with Python
Evading intrusion detection systems with Metasploit
Bypassing Windows firewall blocked ports
Summary
13
Chapter 10: Metasploit for Secret Agents
Chapter 10: Metasploit for Secret Agents
Technical requirements
Maintaining anonymity in Meterpreter sessions using proxy and HOP payloads
Maintaining access using search order hijacking in standard software
Harvesting files from target systems
Using Venom for obfuscation
Covering tracks with anti-forensics modules
Summary
14
Chapter 11: Visualizing Metasploit
Chapter 11: Visualizing Metasploit
Technical requirements
Kage for Meterpreter sessions
Automated exploitation using Armitage
Red teaming with the Armitage team server
Scripting Armitage
Summary
15
Chapter 12: Tips and Tricks
Chapter 12: Tips and Tricks
Technical requirements
Automation using the Minion script
Using connect instead of Netcat
Shell upgrades and background sessions
Naming conventions
Saving configurations in Metasploit
Using inline handler and renaming jobs
Running commands on multiple Meterpreters
Automating the Social Engineering Toolkit
Cheat sheets for Metasploit and penetration testing
Summary
Further reading
16
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Evading intrusion detection systems with Metasploit

Your sessions on the target can be short-lived if an intrusion detection system is in place. Snort, a popular IDS system, can generate quick alerts when an anomaly is found on the network. Consider the following case of exploiting a Rejetto HFS server with a target with Snort IDS enabled:

Figure 9.25 – Snort detecting the Rejetto HFS exploit

Here, we can see that we successfully got the Meterpreter session. However, the image on the right suggests some priority one issues. I must admit that the rules created by the Snort team and the community are pretty strict and tough to bypass at times. However, to cover Metasploit evasion techniques as much as possible and for the sake of learning, we have created a simple rule to detect logins at the vulnerable HFS server, which is as follows:

alert tcp $EXTERNAL_NET any -> $HOME_NET $HTTP_PORTS (msg:"SERVER-WEBAPP Rejetto HttpFileServer Login attempt...
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