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Home > Security > Penetration Testing > Metasploit 5.0 for Beginners
Metasploit 5.0 for Beginners
Metasploit 5.0 for Beginners

Metasploit 5.0 for Beginners: Perform penetration testing to secure your IT environment against threats and vulnerabilities , Second Edition

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Metasploit 5.0 for Beginners

Chapter 1: Introduction to Metasploit and Supporting Tools

Before we take a deep dive into various aspects of the Metasploit Framework, let's first lay a solid foundation of some of the absolute basics. In this chapter, we'll conceptually understand what penetration testing is all about and where the Metasploit Framework fits in exactly. We'll also browse through some of the additional tools that enhance the Metasploit Framework's capabilities.

In this chapter, we will cover the following topics:

  • The importance of penetration testing
  • Understanding the difference between vulnerability assessments and penetration testing
  • The need for a penetration testing framework
  • Introduction to Metasploit
  • Introduction to new features in Metasploit 5.0
  • When to use Metasploit
  • Making Metasploit effective and powerful using supplementary tools

Technical requirements

The following software is required:

  • Kali Linux
  • The Metasploit Framework
  • Nessus
  • NMAP
  • w3af
  • Armitage

The importance of penetration testing

For over a decade or so, the use of technology has been rising exponentially. Almost all businesses are partially or completely dependent on the use of technology. From Bitcoins to the cloud to the Internet of Things (IoT), new technologies are popping up each day. While these technologies completely change the way we do things, they also bring along threats with them. Attackers discover new and innovative ways to manipulate these technologies for fun and profit! This is a matter of concern for thousands of organizations and businesses around the world.

Organizations worldwide are deeply concerned about keeping their data safe. Protecting data is certainly important. However, testing whether adequate protection mechanisms have been put to work is also equally important. Protection mechanisms can fail, hence, testing them before someone exploits them for real is a challenging task. Having said this, vulnerability assessments and penetration...

Understanding the difference between vulnerability assessments and penetration testing

Vulnerability assessments and penetration testing are two of the most common phrases that are often used interchangeably. However, it is important to understand the difference between the two. To understand the exact difference, let's consider a real-world scenario.

A thief intends to rob a house. To proceed with his robbery plan, he decides to recon his robbery target. He visits the house (that he intends to rob) casually and tries to gauge what security measures are in place. He notices that there is a window at the back of the house that is often open and so it's easy to break in. In our terms, the thief just performed a vulnerability assessment. Now, after a few days, the thief actually goes to the house again and enters through the back window that he had discovered earlier during his recon phase. In this case, the thief performed an actual penetration into his target house with...

The need for a penetration testing framework

Penetration testing is not just about running a set of a few automated tools against your target. It's a complete process that involves multiple stages and each stage is equally important for the success of the project. Now, for performing all the tasks throughout every stage of penetration testing, we would need to use various tools and might need to perform some tasks manually. Then, at the end, we would need to combine the results from all the different tools together to produce a single meaningful report. This is certainly a daunting task. It would be really easy and timesaving if one single tool could help us perform all the required tasks for penetration testing. This exact need is satisfied by a framework such as Metasploit.

Now let's move on to learning more about the Metasploit Framework.

Introduction to Metasploit

The birth of Metasploit dates back to 16 years ago, when H. D. Moore, in 2003, wrote a portable network tool using Perl. By 2007, it was rewritten in Ruby. The Metasploit project received a major commercial boost when Rapid7 acquired the project in 2009. Metasploit is essentially a robust and versatile penetration testing framework. It can literally perform all the tasks that are involved in a penetration testing life cycle. With the use of Metasploit, you don't really need to reinvent the wheel! You just need to focus on the core objectives, the supporting actions will all be performed through various components and modules of the framework. Also, since it's a complete framework and not just an application, it can be customized and extended as per our requirements.

Metasploit is, no doubt, a very powerful tool for penetration testing. However, it's certainly not a magic wand that can help you hack into any given target system. It's...

Introduction to new features in Metasploit 5.0

Ever since the Metasploit Framework was born 16 years ago, it has been through significant changes and improvements. In early 2019, Metasploit 5.0 was released, which is considered its first major release since 2011. While the Metasploit is commercially supported and developed by Rapid7, it also has rich community support, which enables its growth.

The latest Metasploit 5.0 version brings in a lot more features and improvements:

  • Database and automation API's: The latest Metasploit 5.0 now allow users to run the database as a RESTful service. It also introduces the new JSON-RPC API, which would be of significant help to users who wish to integrate Metasploit with other tools. The API interface can be extremely handy in several automation and orchestration scenarios. It thus makes the framework even more agile and powerful.
  • Evasion modules and libraries: In 2018, a new evasion module was introduced that allowed users...

When to use Metasploit

There are literally tons of tools available for performing various tasks related to penetration testing. However, most of the tools serve only one unique purpose. Unlike these tools, Metasploit can perform multiple tasks throughout the penetration testing life cycle. Before we check the exact use of Metasploit in penetration testing, let's have a brief overview of the various phases of penetration testing.

The following diagram shows the typical phases of the penetration testing life cycle:

Figure 1.1 – Phases of the Penetration testing life cycle

Figure 1.1 – Phases of the penetration testing life cycle

Now let's move on to understanding the phases in detail:

  • Information gathering: Though the information gathering phase may look very trivial, it is one of the most important phases for the success of a penetration testing project. The more you know about your target, the higher the chances are that you will find the right vulnerabilities and exploits to work...

Making Metasploit effective and powerful using supplementary tools

So far, we have seen that Metasploit is a really powerful framework for penetration testing. However, it can be made even more useful if integrated with some other tools. This section covers a few tools that complement Metasploit's capability to perform more precise penetration on the target system. We'll start with the Nessus tool.

Nessus

Nessus is a product from Tenable Network Security and is one of the most popular vulnerability assessment tools. It belongs to the vulnerability scanner category. It is quite easy to use, and it quickly identifies infrastructure-level vulnerabilities in the target system. Once Nessus tells us what vulnerabilities exist on the target system, we can then feed those vulnerabilities to Metasploit to see whether they can be exploited for real.

Its official website is https://www.tenable.com/.

The following screenshot shows the Nessus homepage:

Figure 1.3 – Nessus homepage ...

Summary

We started this chapter with understanding the relevance of penetration testing and then glanced at the practical difference between vulnerability assessment and penetration testing. We then tried to understand the exact need of a penetration testing framework and got introduced to the Metasploit Framework. We also covered the new features introduced as part of latest Metasploit 5.x Framework.

We also got an overview on when to use the Metasploit Framework in the penetration testing life cycle along with some other useful tools like Nessus, NMAP, and so on.

Now that we have got a high-level overview of what Metasploit is all about and the new features in the latest Metasploit 5.0 version, its applicability in penetration testing, and supporting tools, we'll browse through the installation and environment setup for Metasploit in the next chapter.

Exercise

You can try the following exercises:

  • Visit Metasploit's official website and try to learn about the differences in various editions of Metasploit.
  • Try to explore more on how Nessus and NMAP can help us during a penetration test.
  • Install Nessus and w3af on your Kali Linux system.

Further reading

More information on the Metasploit Framework along with various versions can be found at https://metasploit.help.rapid7.com/docs.

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Key benefits

  • Perform pentesting in highly secured environments with Metasploit 5.0
  • Become well-versed with the latest features and improvements in the Metasploit Framework 5.0
  • Analyze, find, exploit, and gain access to different systems by bypassing various defenses

Description

Securing an IT environment can be challenging, however, effective penetration testing and threat identification can make all the difference. This book will help you learn how to use the Metasploit Framework optimally for comprehensive penetration testing. Complete with hands-on tutorials and case studies, this updated second edition will teach you the basics of the Metasploit Framework along with its functionalities. You’ll learn how to set up and configure Metasploit on various platforms to create a virtual test environment. Next, you’ll get hands-on with the essential tools. As you progress, you’ll learn how to find weaknesses in the target system and hunt for vulnerabilities using Metasploit and its supporting tools and components. Later, you'll get to grips with web app security scanning, bypassing anti-virus, and post-compromise methods for clearing traces on the target system. The concluding chapters will take you through real-world case studies and scenarios that will help you apply the knowledge you’ve gained to ethically hack into target systems. You’ll also discover the latest security techniques that can be directly applied to scan, test, ethically hack, and secure networks and systems with Metasploit. By the end of this book, you’ll have learned how to use the Metasploit 5.0 Framework to exploit real-world vulnerabilities.

Who is this book for?

If you are a penetration tester, ethical hacker, or security consultant who wants to quickly get started with using the Metasploit Framework to carry out elementary penetration testing in highly secured environments, then this Metasploit book is for you. You will also find this book useful if you’re interested in computer security, particularly in the areas of vulnerability assessment and pentesting, and want to develop practical skills when using the Metasploit Framework.

What you will learn

  • Set up the environment for Metasploit
  • Understand how to gather sensitive information and exploit vulnerabilities
  • Get up to speed with client-side attacks and web application scanning using Metasploit
  • Leverage the latest features of Metasploit 5.0 to evade anti-virus
  • Delve into cyber attack management using Armitage
  • Understand exploit development and explore real-world case studies
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Publication date : Apr 10, 2020
Length: 246 pages
Edition : 2nd
Language : English
ISBN-13 : 9781838982669
Category :
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Concepts :
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Tools :
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Publication date : Apr 10, 2020
Length: 246 pages
Edition : 2nd
Language : English
ISBN-13 : 9781838982669
Category :
Security
Concepts :
Penetration Testing
Tools :
Metasploit

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Table of Contents

14 Chapters
Section 1: Introduction and Environment Setup Chevron down icon Chevron up icon
Section 1: Introduction and Environment Setup
Chapter 1: Introduction to Metasploit and Supporting Tools Chevron down icon Chevron up icon
Chapter 1: Introduction to Metasploit and Supporting Tools
Technical requirements
The importance of penetration testing
Understanding the difference between vulnerability assessments and penetration testing
The need for a penetration testing framework
Introduction to Metasploit
Introduction to new features in Metasploit 5.0
When to use Metasploit
Making Metasploit effective and powerful using supplementary tools
Summary
Exercise
Further reading
Chapter 2: Setting Up Your Environment Chevron down icon Chevron up icon
Chapter 2: Setting Up Your Environment
Using Metasploit on a Kali Linux virtual machine
Installing Metasploit on Windows
Installing Metasploit on Linux
Setting up Docker
Setting up vulnerable targets in a VM
Summary
Exercises
Chapter 3: Metasploit Components and Environment Configuration Chevron down icon Chevron up icon
Chapter 3: Metasploit Components and Environment Configuration
Technical requirements
Anatomy and structure of Metasploit
Metasploit components and environment configuration
Getting started with msfconsole
Variables in Metasploit
Updating the Metasploit Framework
Summary
Exercise
Further reading
Section 2: Practical Metasploit Chevron down icon Chevron up icon
Section 2: Practical Metasploit
Chapter 4: Information Gathering with Metasploit Chevron down icon Chevron up icon
Chapter 4: Information Gathering with Metasploit
Technical requirements
Information gathering and enumeration on various protocols
Password sniffing with Metasploit
Advanced search using Shodan
Summary
Exercises
Further reading
Chapter 5: Vulnerability Hunting with Metasploit Chevron down icon Chevron up icon
Chapter 5: Vulnerability Hunting with Metasploit
Technical requirements
Managing the database
Vulnerability detection with Metasploit auxiliaries
Auto-exploitation with db_autopwn
Exploring post exploitation
Introduction to msf utilities
Summary
Exercises
Further reading
Chapter 6: Client-Side Attacks with Metasploit Chevron down icon Chevron up icon
Chapter 6: Client-Side Attacks with Metasploit
Understanding the need for client-side attacks
Exploring the msfvenom utility
Using MSFvenom Payload Creator (MSFPC)
Social engineering with Metasploit
Using browser autopwn
Summary
Exercises
Chapter 7: Web Application Scanning with Metasploit Chevron down icon Chevron up icon
Chapter 7: Web Application Scanning with Metasploit
Technical requirements
Setting up a vulnerable web application
Web application scanning using WMAP
Metasploit auxiliaries for web application enumeration and scanning
Summary
Exercise
Chapter 8: Antivirus Evasion and Anti-Forensics Chevron down icon Chevron up icon
Chapter 8: Antivirus Evasion and Anti-Forensics
Technical requirements
Using encoders to avoid antivirus detection
Using the new evasion module
Using packagers and encrypters
Understanding what a sandbox is
Using Metasploit for anti-forensics
Summary
Exercises
Further reading
Chapter 9: Cyber Attack Management with Armitage Chevron down icon Chevron up icon
Chapter 9: Cyber Attack Management with Armitage
Technical requirements
What is Armitage?
Starting the Armitage console
Scanning and enumeration
Finding and launching attacks
Summary
Exercise
Further reading
Chapter 10: Extending Metasploit and Exploit Development Chevron down icon Chevron up icon
Chapter 10: Extending Metasploit and Exploit Development
Technical requirements
Understanding exploit development concepts
Understanding exploit templates and mixins
Understanding Metasploit mixins
Adding external exploits to Metasploit
Summary
Exercises
Further reading
Chapter 11: Case Studies Chevron down icon Chevron up icon
Chapter 11: Case Studies
Case study 1
Case study 2
Summary
Exercises
Further reading
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David A. Jun 11, 2022
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Really very interesting book. Written well with lots of screen shots. Worty every penny and would highly recommend. A plus
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GaryR Sep 19, 2021
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Brilliant book for helping increase my knowledge base for pentesting
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Steve Johnson Apr 24, 2021
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But also for technical users developers who have never used Metasploit
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Adalberto Apr 11, 2021
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Consiglio il libro a tutti che vogliono iniziare nel mondo del hacking.Anche per le persone con ottima conoscenza possono sempre imparare.Ottimo libro
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Dr. AJ Sivalingam Apr 06, 2021
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Incomplete instructions on tool use. I know Metasploit and I noticed the Author would leave items out of how to use exploits.
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About the author

Profile icon Rahalkar
Rahalkar
Sagar Rahalkar is a seasoned information security professional having more than 10 years of comprehensive experience in various verticals of IS. His domain expertise is mainly into breach detection, cyber crime investigations, digital forensics, application security, vulnerability assessment and penetration testing, compliance for mandates and regulations, IT GRC, and much more. He holds a masters degree in computer science and several industry-recognized certifications such as Certified Cyber Crime Investigator, Certified Ethical Hacker, Certified Security Analyst, ISO 27001 Lead Auditor, IBM certified Specialist-Rational AppScan, Certified Information Security Manager (CISM), and PRINCE2. He has been closely associated with Indian law enforcement agencies for more than 3 years dealing with digital crime investigations and related training and received several awards and appreciations from senior officials of the police and defense organizations in India. Sagar has also been a reviewer and author for various books and online publications.
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Premium: Delivery to addresses in Australia only
Trackable delivery to most P. O. Boxes and private residences in Australia within 4-5 days based on the distance to a destination following dispatch.

India:

Premium: Delivery to most Indian addresses within 5-6 business days

Rest of the World:

Premium: Countries in the American continent: Trackable delivery to most countries within 4-7 business days

Asia:

Premium: Delivery to most Asian addresses within 5-9 business days

Disclaimer:
All orders received before 5 PM U.K time would start printing from the next business day. So the estimated delivery times start from the next day as well. Orders received after 5 PM U.K time (in our internal systems) on a business day or anytime on the weekend will begin printing the second to next business day. For example, an order placed at 11 AM today will begin printing tomorrow, whereas an order placed at 9 PM tonight will begin printing the day after tomorrow.


Unfortunately, due to several restrictions, we are unable to ship to the following countries:

  1. Afghanistan
  2. American Samoa
  3. Belarus
  4. Brunei Darussalam
  5. Central African Republic
  6. The Democratic Republic of Congo
  7. Eritrea
  8. Guinea-bissau
  9. Iran
  10. Lebanon
  11. Libiya Arab Jamahriya
  12. Somalia
  13. Sudan
  14. Russian Federation
  15. Syrian Arab Republic
  16. Ukraine
  17. Venezuela
What is custom duty/charge? Chevron down icon Chevron up icon

Customs duty are charges levied on goods when they cross international borders. It is a tax that is imposed on imported goods. These duties are charged by special authorities and bodies created by local governments and are meant to protect local industries, economies, and businesses.

Do I have to pay customs charges for the print book order? Chevron down icon Chevron up icon

The orders shipped to the countries that are listed under EU27 will not bear custom charges. They are paid by Packt as part of the order.

List of EU27 countries: www.gov.uk/eu-eea:

A custom duty or localized taxes may be applicable on the shipment and would be charged by the recipient country outside of the EU27 which should be paid by the customer and these duties are not included in the shipping charges been charged on the order.

How do I know my custom duty charges? Chevron down icon Chevron up icon

The amount of duty payable varies greatly depending on the imported goods, the country of origin and several other factors like the total invoice amount or dimensions like weight, and other such criteria applicable in your country.

For example:

  • If you live in Mexico, and the declared value of your ordered items is over $ 50, for you to receive a package, you will have to pay additional import tax of 19% which will be $ 9.50 to the courier service.
  • Whereas if you live in Turkey, and the declared value of your ordered items is over € 22, for you to receive a package, you will have to pay additional import tax of 18% which will be € 3.96 to the courier service.
How can I cancel my order? Chevron down icon Chevron up icon

Cancellation Policy for Published Printed Books:

You can cancel any order within 1 hour of placing the order. Simply contact customercare@packt.com with your order details or payment transaction id. If your order has already started the shipment process, we will do our best to stop it. However, if it is already on the way to you then when you receive it, you can contact us at customercare@packt.com using the returns and refund process.

Please understand that Packt Publishing cannot provide refunds or cancel any order except for the cases described in our Return Policy (i.e. Packt Publishing agrees to replace your printed book because it arrives damaged or material defect in book), Packt Publishing will not accept returns.

What is your returns and refunds policy? Chevron down icon Chevron up icon

Return Policy:

We want you to be happy with your purchase from Packtpub.com. We will not hassle you with returning print books to us. If the print book you receive from us is incorrect, damaged, doesn't work or is unacceptably late, please contact Customer Relations Team on customercare@packt.com with the order number and issue details as explained below:

  1. If you ordered (eBook, Video or Print Book) incorrectly or accidentally, please contact Customer Relations Team on customercare@packt.com within one hour of placing the order and we will replace/refund you the item cost.
  2. Sadly, if your eBook or Video file is faulty or a fault occurs during the eBook or Video being made available to you, i.e. during download then you should contact Customer Relations Team within 14 days of purchase on customercare@packt.com who will be able to resolve this issue for you.
  3. You will have a choice of replacement or refund of the problem items.(damaged, defective or incorrect)
  4. Once Customer Care Team confirms that you will be refunded, you should receive the refund within 10 to 12 working days.
  5. If you are only requesting a refund of one book from a multiple order, then we will refund you the appropriate single item.
  6. Where the items were shipped under a free shipping offer, there will be no shipping costs to refund.

On the off chance your printed book arrives damaged, with book material defect, contact our Customer Relation Team on customercare@packt.com within 14 days of receipt of the book with appropriate evidence of damage and we will work with you to secure a replacement copy, if necessary. Please note that each printed book you order from us is individually made by Packt's professional book-printing partner which is on a print-on-demand basis.

What tax is charged? Chevron down icon Chevron up icon

Currently, no tax is charged on the purchase of any print book (subject to change based on the laws and regulations). A localized VAT fee is charged only to our European and UK customers on eBooks, Video and subscriptions that they buy. GST is charged to Indian customers for eBooks and video purchases.

What payment methods can I use? Chevron down icon Chevron up icon

You can pay with the following card types:

  1. Visa Debit
  2. Visa Credit
  3. MasterCard
  4. PayPal
What is the delivery time and cost of print books? Chevron down icon Chevron up icon

Shipping Details

USA:

'

Economy: Delivery to most addresses in the US within 10-15 business days

Premium: Trackable Delivery to most addresses in the US within 3-8 business days

UK:

Economy: Delivery to most addresses in the U.K. within 7-9 business days.
Shipments are not trackable

Premium: Trackable delivery to most addresses in the U.K. within 3-4 business days!
Add one extra business day for deliveries to Northern Ireland and Scottish Highlands and islands

EU:

Premium: Trackable delivery to most EU destinations within 4-9 business days.

Australia:

Economy: Can deliver to P. O. Boxes and private residences.
Trackable service with delivery to addresses in Australia only.
Delivery time ranges from 7-9 business days for VIC and 8-10 business days for Interstate metro
Delivery time is up to 15 business days for remote areas of WA, NT & QLD.

Premium: Delivery to addresses in Australia only
Trackable delivery to most P. O. Boxes and private residences in Australia within 4-5 days based on the distance to a destination following dispatch.

India:

Premium: Delivery to most Indian addresses within 5-6 business days

Rest of the World:

Premium: Countries in the American continent: Trackable delivery to most countries within 4-7 business days

Asia:

Premium: Delivery to most Asian addresses within 5-9 business days

Disclaimer:
All orders received before 5 PM U.K time would start printing from the next business day. So the estimated delivery times start from the next day as well. Orders received after 5 PM U.K time (in our internal systems) on a business day or anytime on the weekend will begin printing the second to next business day. For example, an order placed at 11 AM today will begin printing tomorrow, whereas an order placed at 9 PM tonight will begin printing the day after tomorrow.


Unfortunately, due to several restrictions, we are unable to ship to the following countries:

  1. Afghanistan
  2. American Samoa
  3. Belarus
  4. Brunei Darussalam
  5. Central African Republic
  6. The Democratic Republic of Congo
  7. Eritrea
  8. Guinea-bissau
  9. Iran
  10. Lebanon
  11. Libiya Arab Jamahriya
  12. Somalia
  13. Sudan
  14. Russian Federation
  15. Syrian Arab Republic
  16. Ukraine
  17. Venezuela