Ethical Hacking & Penetration Testing: Expanded Project Guides

Ethical Hacking & Penetration Testing: Expanded Project Guides

This directory contains comprehensive, expanded guides for each project in the Ethical Hacking & Penetration Testing learning path. Each guide is designed to provide everything you need to complete the project while building deep understanding of offensive security concepts.

Project Index

# Project Difficulty Focus Area Status
1 Network Reconnaissance Toolkit Beginner-Intermediate Network Security, TCP/IP Ready
2 Web Application Vulnerability Scanner Intermediate Web Security, OWASP Top 10 Ready
3 Complete CTF Challenges Progressive Binary Exploitation, Forensics, RE Ready
4 C2 (Command & Control) Framework Intermediate-Advanced Malware Analysis, Networking Ready
5 Vulnerable Lab Network Advanced Network Security, Active Directory Ready
6 End-to-End Penetration Test (Capstone) Advanced Full Methodology Ready

Learning Path Overview

โ”Œโ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”
โ”‚                    ETHICAL HACKING LEARNING PATH                         โ”‚
โ””โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”˜

FOUNDATION (Weeks 1-4)
โ”œโ”€โ”€ Project 1: Network Reconnaissance Toolkit
โ”‚   โ”œโ”€โ”€ TCP/IP fundamentals
โ”‚   โ”œโ”€โ”€ Port scanning implementation
โ”‚   โ”œโ”€โ”€ DNS enumeration
โ”‚   โ””โ”€โ”€ Service fingerprinting
โ”‚
โ”œโ”€โ”€ Project 3: CTF Challenges (Start parallel)
โ”‚   โ”œโ”€โ”€ TryHackMe beginner paths
โ”‚   โ”œโ”€โ”€ OverTheWire Bandit
โ”‚   โ””โ”€โ”€ PicoCTF fundamentals

EXPLOITATION (Weeks 5-8)
โ”œโ”€โ”€ Project 2: Web Vulnerability Scanner
โ”‚   โ”œโ”€โ”€ OWASP Top 10 deep dive
โ”‚   โ”œโ”€โ”€ SQL injection mechanics
โ”‚   โ”œโ”€โ”€ XSS exploitation
โ”‚   โ””โ”€โ”€ Automated scanning design
โ”‚
โ”œโ”€โ”€ Project 3: CTF Challenges (Continue)
โ”‚   โ”œโ”€โ”€ Hack The Box easy machines
โ”‚   โ””โ”€โ”€ Web-focused CTF competitions

POST-EXPLOITATION (Weeks 9-12)
โ”œโ”€โ”€ Project 4: C2 Framework
โ”‚   โ”œโ”€โ”€ Beacon/callback architecture
โ”‚   โ”œโ”€โ”€ Encrypted communications
โ”‚   โ”œโ”€โ”€ Persistence mechanisms
โ”‚   โ””โ”€โ”€ Command execution
โ”‚
โ”œโ”€โ”€ Project 5: Vulnerable Lab Network
โ”‚   โ”œโ”€โ”€ Multi-tier network design
โ”‚   โ”œโ”€โ”€ Active Directory attacks
โ”‚   โ”œโ”€โ”€ Lateral movement
โ”‚   โ””โ”€โ”€ Privilege escalation

PROFESSIONAL (Weeks 13-16+)
โ””โ”€โ”€ Project 6: Capstone - Full Penetration Test
    โ”œโ”€โ”€ Complete methodology
    โ”œโ”€โ”€ Professional reporting
    โ”œโ”€โ”€ Risk communication
    โ””โ”€โ”€ Portfolio deliverables

Ethical Hacking Learning Path - 16 Week Progressive Curriculum

The Penetration Testing Kill Chain

Each project maps to specific phases of the Cyber Kill Chain:

RECONNAISSANCE โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Project 1: Network Recon Toolkit
    โ”‚
    โ–ผ
WEAPONIZATION โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Project 4: C2 Framework
    โ”‚
    โ–ผ
DELIVERY โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Projects 2 & 3: Web Scanner + CTFs
    โ”‚
    โ–ผ
EXPLOITATION โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Projects 2, 3, 5: Scanner + CTFs + Lab
    โ”‚
    โ–ผ
INSTALLATION โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Project 4: C2 Framework
    โ”‚
    โ–ผ
COMMAND & CONTROL โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Project 4: C2 Framework
    โ”‚
    โ–ผ
ACTIONS ON OBJECTIVES โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ”€โ–บ Projects 5 & 6: Lab + Capstone

Penetration Testing Kill Chain - Project Mapping

Key Resources

Primary Books

  1. โ€œPenetration Testingโ€ by Georgia Weidman - Complete methodology reference
  2. โ€œBug Bounty Bootcampโ€ by Vickie Li - Web vulnerability deep dive
  3. โ€œBlack Hat Pythonโ€ by Justin Seitz - Tool development
  4. โ€œWindows Security Internalsโ€ by James Forshaw - Active Directory attacks

Practice Platforms

Reference Materials

CRITICAL: Only practice on systems you own or have explicit written permission to test.

Unauthorized access to computer systems is a federal crime (CFAA in the US, similar laws elsewhere). Safe practice options include:

  • Your own VMs and home lab
  • CTF platforms designed for practice
  • Bug bounty programs with defined scope
  • Employer-authorized security testing

Building these skills ethically makes you valuable to organizations defending against the same techniques.

Expected Outcomes

After completing all projects, you will:

  1. Understand attack methodology - Not just how to use tools, but why they work
  2. Build custom security tools - Port scanners, vulnerability scanners, C2 frameworks
  3. Master web application security - Complete OWASP Top 10 exploitation and defense
  4. Conduct professional penetration tests - Full methodology with portfolio-quality reports
  5. Demonstrate job-ready skills - Technical depth plus communication ability

These expanded guides are part of the Learning Journey project-based curriculum.