Table of Contents


Chapter 1 An Introduction to Ethical Hacking

“Do I Know This Already?” Quiz

Security Fundamentals

Goals of Security

Risk, Assets, Threats, and Vulnerabilities

Backing Up Data to Reduce Risk

Defining an Exploit

Risk Assessment

Security Testing

No-Knowledge Tests (Black Box)

Full-Knowledge Testing (White Box)

Partial-Knowledge Testing (Gray Box)

Types of Security Tests

Hacker and Cracker Descriptions

Who Attackers Are

Ethical Hackers

Required Skills of an Ethical Hacker

Modes of Ethical Hacking

Test Plans—Keeping It Legal

Test Phases

Establishing Goals

Getting Approval

Ethical Hacking Report

Vulnerability Research—Keeping Up with Changes

Ethics and Legality

Overview of U.S. Federal Laws

Compliance Regulations

Payment Card Industry Data Security Standard (PCI-DSS)


Review All Key Topics

Define Key Terms


1-1 Searching for Exposed Passwords

1-2 Examining Security Policies

Review Questions

Suggested Reading and Resources

Chapter 2 The Technical Foundations of Hacking

“Do I Know This Already?” Quiz

The Hacking Process

Performing Reconnaissance and Footprinting

Scanning and Enumeration

Gaining Access

Escalation of Privilege

Maintaining Access

Covering Tracks and Planting Backdoors

The Ethical Hacker’s Process

NIST SP 800-15

Operationally Critical Threat, Asset, and Vulnerability Evaluation

Open Source Security Testing Methodology Manual

Information Security Systems and the Stack

The OSI Model

Anatomy of TCP/IP Protocols

The Application Layer

The Transport Layer

Transmission Control Protocol

User Datagram Protocol

The Internet Layer


The Network Access Layer


Review All Key Topics

Define Key Terms


2.1 Install a Sniffer and Perform Packet Captures

2.2 List the Protocols, Applications, and Services Found at Each Layer of the Stack

2.3 Using Traceroute for Network Troubleshooting

Review Questions

Suggested Reading and Resources

Chapter 3 Footprinting and Scanning

“Do I Know This Already?” Quiz

Overview of the Seven-Step Information-Gathering Process

Information Gathering


The Organization’s Website

Job Boards

Employee and People Searches

EDGAR Database

Google Hacking


Registrar Query

DNS Enumeration

Determining the Network Range


Identifying Active Machines

Finding Open Ports and Access Points





Port Knocking

War Driving

OS Fingerprinting

Active Fingerprinting Tools

Fingerprinting Services

Default Ports and Services

Finding Open Services

Mapping the Network Attack Surface

Manual Mapping

Automated Mapping


Review All Key Topics

Define Key Terms


3.1 Performing Passive Reconnaissance

3.2 Performing Active Reconnaissance

Review Questions

Suggested Reading and Resources

Chapter 4 Enumeration and System Hacking

“Do I Know This Already?” Quiz


Windows Enumeration

Windows Security

NetBIOS and LDAP Enumeration

NetBIOS Enumeration Tools

SNMP Enumeration

Linux/UNIX Enumeration

NTP Enumeration

SMTP Enumeration

IPsec and VoIP Enumeration

DNS Enumeration

System Hacking

Nontechnical Password Attacks

Technical Password Attacks

Password Guessing

Automated Password Guessing

Password Sniffing


Privilege Escalation and Exploiting Vulnerabilities

Exploiting an Application

Exploiting a Buffer Overflow

Owning the Box

Windows Authentication Types

Cracking Windows Passwords

Linux Authentication and Passwords

Cracking Linux Passwords

Hiding Files and Covering Tracks


File Hiding


Review All Key Topics

Define Key Terms


4.1 NTFS File Streaming

Review Questions

Suggested Reading and Resources

Chapter 5 Social Engineering, Malware Threats, and Vulnerability Analysis

“Do I Know This Already?” Quiz

Social Engineering




Spear Phishing

SMS Phishing

Voice Phishing


Elicitation, Interrogation, and Impersonation (Pretexting)

Social Engineering Motivation Techniques

Shoulder Surfing and USB Key Drop

Malware Threats

Viruses and Worms

Types and Transmission Methods of Viruses and Malware

Virus Payloads

History of Viruses

Well-Known Viruses and Worms

Virus Creation Tools


Trojan Types

Trojan Ports and Communication Methods

Trojan Goals

Trojan Infection Mechanisms

Effects of Trojans

Trojan Tools

Distributing Trojans






Covert Communication

Tunneling via the Internet Layer

Tunneling via the Transport Layer

Tunneling via the Application Layer

Port Redirection

Keystroke Logging and Spyware

Hardware Keyloggers

Software Keyloggers


Malware Countermeasures

Detecting Malware


Analyzing Malware

Static Analysis

Dynamic Analysis

Vulnerability Analysis

Passive vs. Active Assessments

External vs. Internal Assessments

Vulnerability Assessment Solutions

Tree-based vs. Inference-based Assessments

Vulnerability Scoring Systems

Vulnerability Scanning Tools


Review All Key Topics

Define Key Terms

Command Reference to Check Your Memory


5.1 Finding Malicious Programs

5.2 Using Process Explorer

Review Questions

Suggested Reading and Resources

Chapter 6 Sniffers, Session Hijacking, and Denial of Service

“Do I Know This Already?” Quiz


Passive Sniffing

Active Sniffing

Address Resolution Protocol

ARP Poisoning and MAC Flooding

Tools for Sniffing


Other Sniffing Tools

Sniffing and Spoofing Countermeasures

Session Hijacking

Transport Layer Hijacking

Identify and Find an Active Session

Predict the Sequence Number

Take One of the Parties Offline

Take Control of the Session

Application Layer Hijacking

Session Sniffing

Predictable Session Token ID

Man-in-the-Middle Attacks

Client-Side Attacks

Man-in-the-Browser Attacks

Session Replay Attacks

Session Fixation Attacks

Session Hijacking Tools

Preventing Session Hijacking

Denial of Service and Distributed Denial of Service

DoS Attack Techniques

Volumetric Attacks

SYN Flood Attacks

ICMP Attacks

Peer-to-Peer Attacks

Application-Level Attacks

Permanent DoS Attacks

Distributed Denial of Service

DDoS Tools

DoS and DDOS Countermeasures


Review All Key Topics

Define Key Terms


6.1 Scanning for DDoS Programs

6.2 Using SMAC to Spoof Your MAC Address

6.3 Using the KnowBe4 SMAC to Spoof Your MAC Address

Review Questions

Suggested Reading and Resources

Chapter 7 Web Server Hacking, Web Applications, and Database Attacks

“Do I Know This Already?” Quiz

Web Server Hacking

The HTTP Protocol

Scanning Web Servers

Banner Grabbing and Enumeration

Web Server Vulnerability Identification

Attacking the Web Server

DoS/DDoS Attacks

DNS Server Hijacking and DNS Amplification Attacks

Directory Traversal

Man-in-the-Middle Attacks

Website Defacement

Web Server Misconfiguration

HTTP Response Splitting

Understanding Cookie Manipulation Attacks

Web Server Password Cracking

Web Server–Specific Vulnerabilities

Comments in Source Code

Lack of Error Handling and Overly Verbose Error Handling

Hard-Coded Credentials

Race Conditions

Unprotected APIs

Hidden Elements

Lack of Code Signing

Automated Exploit Tools

Securing Web Servers

Harden Before Deploying

Patch Management

Disable Unneeded Services

Lock Down the File System

Log and Audit

Provide Ongoing Vulnerability Scans

Web Application Hacking

Unvalidated Input

Parameter/Form Tampering

Injection Flaws

Understanding Cross-site Scripting (XSS) Vulnerabilities

Reflected XSS

Stored XSS

DOM-based XSS

XSS Evasion Techniques

XSS Mitigations

Understanding Cross-site Request Forgery Vulnerabilities and Related Attacks

Understanding Clickjacking

Other Web Application Attacks

Exploiting Web-Based Cryptographic Vulnerabilities and Insecure Configurations

Web-Based Password Cracking and Authentication Attacks

Understanding What Cookies Are and Their Use

URL Obfuscation

Intercepting Web Traffic

Securing Web Applications

Lack of Code Signing

Database Hacking

A Brief Introduction to SQL and SQL Injection

SQL Injection Categories

Fingerprinting the Database

Surveying the UNION Exploitation Technique

Using Boolean in SQL Injection Attacks

Understanding Out-of-Band Exploitation

Exploring the Time-Delay SQL Injection Technique

Surveying Stored Procedure SQL Injection

Understanding SQL Injection Mitigations

SQL Injection Hacking Tools


Review All Key Topics


7.1 Complete the Exercises in WebGoat

Review Questions

Suggested Reading and Resources

Chapter 8 Wireless Technologies, Mobile Security, and Attacks

“Do I Know This Already?” Quiz

Wireless Technologies

Mobile Device Operation and Security

Mobile Device Concerns

Mobile Device Platforms



Windows Mobile Operating System


Mobile Device Management and Protection


Radio-frequency Identification (RFID) Attacks

Wireless LANs

Wireless LAN Basics

Wireless LAN Frequencies and Signaling

Wireless LAN Security

Installing Rogue Access Points

Evil Twin Attacks

Deauthentication Attacks

Attacking the Preferred Network Lists

Jamming Wireless Signals and Causing Interference

War Driving

Attacking WEP

Attacking WPA

Wireless Networks Configured with Open Authentication

KRACK Attacks

Attacking Wi-Fi Protected Setup (WPS)

KARMA Attack

Fragmentation Attacks

Additional Wireless Hacking Tools

Performing GPS Mapping

Wireless Traffic Analysis

Launch Wireless Attacks

Crack and Compromise the Wi-Fi Network

Securing Wireless Networks

Site Survey

Robust Wireless Authentication

Misuse Detection


Review All Key Topics

Define Key Terms

Review Questions

Suggested Reading and Resources

Chapter 9 IDS, Firewalls, and Honeypots

“Do I Know This Already?” Quiz

Intrusion Detection and Prevention Systems

IDS Types and Components

Pattern Matching

Protocol Analysis

Heuristic-Based Analysis

Anomaly-Based Analysis

Global Threat Correlation Capabilities


IDS Evasion


Insertion and Evasion

Session Splicing

Shellcode Attacks

Other IDS Evasion Techniques

IDS Evasion Tools


Firewall Types

Network Address Translation

Packet Filters

Application and Circuit-Level Gateways

Stateful Inspection

Identifying Firewalls

Bypassing Firewalls


Types of Honeypots

Detecting Honeypots


Review All Key Topics

Define Key Terms

Review Questions

Suggested Reading and Resources

Chapter 10 Cryptographic Attacks and Defenses

“Do I Know This Already?” Quiz

Functions of Cryptography

History of Cryptography


Symmetric Encryption

Data Encryption Standard (DES)

Advanced Encryption Standard (AES)

Rivest Cipher

Asymmetric Encryption (Public Key Encryption)




Elliptic Curve Cryptography (ECC)


Digital Signature


Steganography Operation

Steganographic Tools

Digital Watermark

Digital Certificates

Public Key Infrastructure

Trust Models

Single-Authority Trust

Hierarchical Trust

Web of Trust

Protocols, Applications, and Attacks

Encryption Cracking and Tools

Weak Encryption

Encryption-Cracking Tools


Review All Key Topics

Define Key Terms


10.1 Examining an SSL Certificate

10.2 Using PGP

10.3 Using a Steganographic Tool to Hide a Message

Review Questions

Suggested Reading and Resources

Chapter 11 Cloud Computing, IoT, and Botnets

“Do I Know This Already?” Quiz

Cloud Computing

Cloud Computing Issues and Concerns

Cloud Computing Attacks

Cloud Computing Security


IoT Protocols

Hacking IoT Implementations


Botnet Countermeasures


Review All Key Topics

Define Key Terms


11.1 Scanning for DDoS Programs

Review Questions

Suggested Reading and Resources

Chapter 12 Final Preparation

Hands-on Activities

Suggested Plan for Final Review and Study



Appendix A Answers to the “Do I Know This Already?” Quizzes and Review Questions


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