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Attacking Corporate Wi-Fi Networks

This module incorporates a simulated Wi-Fi penetration test from start to finish, emphasizing hands-on techniques that reflect real-world engagements. It involves conducting scoped reconnaissance, assessing wireless configurations, and evaluating common attack surfaces across WPA2, WPA3, and Enterprise deployments. The environment culminates in a demonstration of internal network pivoting, including Active Directory access, all performed within a controlled, simulated environment and in adherence to strict legal and ethical boundaries.

5.00

Created by Sentinal
Co-Authors: mrb3n

Medium Offensive

Summary

This module covers all aspects of a Wi‑Fi penetration test from start to finish. We work through a simulated Wi‑Fi penetration test that results in internal network access and the ultimate compromise of the Active Directory environment. This module ties together all topics taught in the Wi‑Fi Penetration Tester path and can be considered a capstone module for that path, but it can also be completed as a standalone.

In this module, we will cover the following topics:

  • Reviewing a letter of engagement and going over rules of engagement and scope
  • Initial reconnaissance of Wi-Fi networks
  • Abusing a guest Wi-Fi network
  • Compromising a WPA2 Wi-Fi network
  • Attacking a WPA3 Wi-Fi network
  • Performing Karma & Mana attack
  • Router exploitation
  • Compromising an Enterprise Wi-Fi network and pivoting into internal network
  • Active Directory enumeration and establishing internal foothold
  • Exploitation and Privilege Escalation
  • Lateral Movement
  • Active Directory Domain Compromise
  • Post-Exploitation
  • Structuring findings and communicating with the client

This module is broken down into sections with accompanying hands-on exercises to practice each of the tools, tactics, and techniques we cover. There are no specific Wi-Fi hardware requirements for this module, as Hack The Box manages all necessary resources. You will need to RDP into the provided attacker VM to perform the exercises.

As you work through the module, you will see example commands and command outputs for the various tools and topics introduced. Reproducing as many examples as possible is recommended to reinforce the concepts presented in each section.

You can start and stop the module at any time and pick up where you left off. There is no time limit or grading, but you must complete all exercises and the skills assessments to receive the maximum number of cubes and have this module marked as complete.

The module is classified as "Medium" and assumes a working knowledge of the Linux command line, operating system fundamentals, network fundamentals, information security principles, Wi-Fi attacks, Active Directory, and Web Applications.

A firm grasp of the following path can be considered a prerequisite for the successful completion of this module:

  • Wi-Fi Penetration Tester

Intro to Attacking Corporate Wi-Fi Networks


You've done it! Congratulations, you've reached the end of the Wi-Fi Penetration Tester job role path! You have been exposed to key modern tools and methodologies for enumerating and attacking real-world wireless networks. Corporate wireless networks are often well-hardened, but this path has provided knowledge that will make you a better wireless assessor and enable you to provide clients with the best possible 360-degree review of their wireless implementations.

This path was designed to present realistic, modern wireless attack paths in a series of hands-on labs without requiring external hardware. Many of these attacks are difficult to practice without direct experience conducting enterprise wireless network assessments.

Until now, the modules in this path have demonstrated wireless attacks in isolation. This module will take us step-by-step through an simulated Wi-Fi penetration test against a fictional global hospital called StarLight Hospitals. While the goal of the lab is to compromise all Wi-Fi networks and obtain access to sensitive data in the hospital domain, this will not just be a walkthrough of how to solve the lab. The guided portion of the module will detail the thought process of an experienced pentester working through a network, chasing down every lead and leaving no stone unturned in the process. We will dig through enumeration data and attempt tactics that will fail to gain us further access in the network until we ultimately uncover the tactics that work to move progress forward. This module will simulate a realistic scenario of attacking enterprise wireless network to obtain a foothold in an Active Directory environment, perform further enumeration and attacks, and ultimately compromise the target domain. This module aims to show that penetration testers and red teamers should not overlook wireless attacks, and sometimes even modern wireless implementations are not put together well, leaving open holes that attackers can exploit.

Our goal was to keep the path as hands-on as possible, providing multiple realistic wireless labs to hone your skills. This module lab will require you to call on all of the skills learned in this path, so I hope you kept good notes!


Getting the Most Out of this Module

It is recommended to take the module twice, once from a black-box perspective, approaching this as an actual Wi-Fi penetration test and taking detailed notes of the activities performed, the identified weaknesses, and the attack path to the in-scope domains. The sections will serve as a guide to complete the assessment; however, being able to complete the assessment without assistance is an excellent gauge of readiness for the certification exam.

In the next section, we will cover the scenario and scope of this mock engagement and get things started. Now, let's go through the engagement letter/scope so we can kick off this assessment.

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Relevant Paths

This module progresses you towards the following Paths

Wi-Fi Penetration Tester

The Wi-Fi Penetration Tester Job Role Path is designed for professionals and aspiring security practitioners who want to build expertise in assessing and securing corporate wireless networks. The course provides hands-on training in evaluating the security of Wi-Fi environments, from attacking modern authentication and encryption protocols to simulating real-world attack scenarios such as rogue access points, man-in-the-middle attacks, and credential harvesting. Students will gain practical experience with industry-standard tools and methodologies, learning how to identify vulnerabilities, exploit misconfigurations, and recommend effective countermeasures. By the end of this Path the participants will be equipped with the knowledge and skills required to perform authorized Wi-Fi penetration tests and strengthen the wireless security posture of enterprise corporate environments.

Hard Path Sections 170 Sections
Required: 3400
Reward: +680
Path Modules
Medium
Path Sections 16 Sections
Reward: +20
In today's digital age, wireless networks are ubiquitous, connecting countless devices in homes, businesses, and public spaces. With this widespread connectivity comes an increased risk of security vulnerabilities that can be exploited by malicious actors. As such, understanding and securing Wi-Fi networks has become a crucial aspect of cybersecurity. Whether you are an aspiring ethical hacker, a network administrator, or simply a tech enthusiast, gaining a solid foundation in Wi-Fi penetration testing is essential for safeguarding your digital environment.
Medium
Path Sections 13 Sections
Reward: +20
In this module, we delve into the intricacies of WPS, uncovering the common vulnerabilities that plague this technology. From brute-force attacks to more sophisticated exploitation techniques, we will explore how attackers compromise WPS-enabled networks. By understanding these vulnerabilities and their related attacks, you will gain the knowledge necessary to protect your networks and mitigate the risks associated with WPS.
Medium
Path Sections 13 Sections
Reward: +20
In this module, we delve into Wired Equivalent Privacy (WEP) and the various attacks that can compromise it. We'll explore how to identify access points configured with WEP and demonstrate different methods to exploit its vulnerabilities. As WEP is an outdated and insecure protocol, understanding its weaknesses is crucial for recognizing the need to upgrade to more secure protocols. This module aims to provide insights into WEP’s vulnerabilities and practical techniques for testing its security.
Medium
Path Sections 15 Sections
Reward: +100
This module explores the security challenges of WPA and WPA2 Wi-Fi networks, focusing on WPA/WPA2-Personal and WPA/WPA2-Enterprise. Although these protocols aim to secure wireless communication, attackers can exploit various weaknesses in home and enterprise environments. This module will delve deeper into WPA-Personal and WPA-Enterprise, demonstrating multiple attack vectors to compromise each. Understanding these attack vectors will give you insight into the vulnerabilities that could compromise WPA/WPA2 networks and how to secure them.
Medium
Path Sections 16 Sections
Reward: +100
This module explores the concept of evil twin attacks on Wi-Fi networks, focusing on WPA2, WPA3, and WPA-Enterprise. Despite these protocols being designed with strong security measures, they remain vulnerable to social engineering and rogue access point attacks. We will delve into both manual and automated methods for executing evil twin attacks, demonstrating practical approaches for each network type. Additionally, we will cover advanced MiTM techniques, including DNS spoofing and SSL interception, to highlight how attackers can exploit compromised connections for data interception.
Medium
Path Sections 16 Sections
Reward: +100
Wi-Fi Protected Access 3 improves upon WPA2 by offering stronger encryption, SAE for personal networks, OWE for open networks, and mandatory Protected Management Frames. However, it is not immune to compromise. In this module, we’ll explore practical attack techniques against WPA3 implementations, including OWE, SAE, and Enterprise networks (EAP-PWD), highlighting how vulnerabilities and misconfigurations can be exploited in real-world scenarios.
Medium
Path Sections 17 Sections
Reward: +100
In this module, we delve into a range of methods for identifying and bypassing captive portals, employing both indirect and direct exploitation techniques. We cover tactics such as MAC spoofing, ARP poisoning, DNS tunneling, and credential interception, alongside direct attack vectors like Cross-Site Scripting (XSS), file upload vulnerabilities, file inclusion, and brute force attacks. Additionally, we will examine client hijacking strategies to extract credentials and circumvent portal restrictions. By understanding these attack methods, we can evaluate and enhance the security of captive portal implementations.
Medium
Path Sections 16 Sections
Reward: +20
Password cracking is a cornerstone of wireless penetration testing, as many real-world assessments hinge on the strength of the Wi-Fi password and our ability to break it. Despite its importance, many testers continue to rely solely on dictionary attacks with basic tools and minimal customization. In this module, we’ll go beyond the basics and explore the full spectrum of practical techniques, targeted strategies, and performance-driven optimizations for cracking Wi-Fi passwords.
Medium
Path Sections 30 Sections
Reward: +100 NEW
Wireless network penetration testing presents a unique challenge due to the wide variety of technologies, protocols, and security configurations encountered in the field. This module introduces learners to a range of Wi-Fi pentesting tools, each selected to demonstrate techniques suited for different environments and stages of an engagement. By working through practical examples, learners will gain hands-on experience in choosing and applying the right tool for the task.
Medium
Path Sections 18 Sections
Reward: +100 NEW
This module incorporates a simulated Wi-Fi penetration test from start to finish, emphasizing hands-on techniques that reflect real-world engagements. It involves conducting scoped reconnaissance, assessing wireless configurations, and evaluating common attack surfaces across WPA2, WPA3, and Enterprise deployments. The environment culminates in a demonstration of internal network pivoting, including Active Directory access, all performed within a controlled, simulated environment and in adherence to strict legal and ethical boundaries.