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PENTESTER PLAYBOOK - ULTIMATE EDITION

Complete Security Testing & Red Team Operations Framework

Last Updated: November 2025 | Version: 3.0 | Status: Production Ready - 2026 Enhanced

[!] DISCLAIMER: This playbook is for authorized security testing only. Unauthorized access to computer systems is illegal.


QUICK START GUIDE

For New Pentesters

  1. Start with Reconnaissance: Always begin with passive recon (OSINT, subdomain enum)
  2. Understand the Target: Know the tech stack before attacking
  3. OPSEC First: Stealth > Speed. Prefer techniques marked QUIET
  4. Document Everything: Take screenshots, save outputs, maintain detailed notes
  5. Legal Framework: ALWAYS have written authorization before testing

Methodology Flow

1. Reconnaissance (OSINT, Passive Scanning)
   ↓
2. Active Scanning (Port Scans, Service Detection)
   ↓
3. Initial Access (Exploit, Phishing, Password Spray)
   ↓
4. Persistence (Backdoors, Scheduled Tasks, Golden Tickets)
   ↓
5. Privilege Escalation (Lateral Movement, Credential Dumping)
   ↓
6. Domain Dominance / Full Compromise
   ↓
7. Data Exfiltration (if in scope)
   ↓
8. Clean Up & Report Writing

[Books] TABLE OF CONTENTS

[Search] Core Attack Phases

[Target] Specialized Attack Domains

Advanced Attack Techniques (2026 Edition)

Identity & Authentication

Infrastructure & Cloud

Supply Chain & DevOps

Low-Level & Binary

Hardware & Firmware

Communications & Physical

Mobile & Blockchain

Database & Forensics

Testing & Automation

[Tools] Tools & Resources


[Learn] Learning Path

Beginner Path (0-6 months)

  1. Start with Reconnaissance
  2. Practice Web Application Testing
  3. Learn Initial Access techniques
  4. Study Privilege Escalation for Windows & Linux

Intermediate Path (6-12 months)

  1. Master Active Directory attacks
  2. Learn Lateral Movement techniques
  3. Practice Defense Evasion
  4. Explore Cloud Security

Advanced Path (12+ months)

  1. Deep dive into Binary Exploitation
  2. Study Supply Chain Attacks
  3. Master Hardware Attacks
  4. Learn Advanced Evasion techniques

Quick Command Reference

Most Used Commands

# Quick subdomain enumeration
subfinder -d target.com -all -recursive | httpx -silent

# Fast port scan
rustscan -a target.com -- -sV -sC

# Directory bruteforce
feroxbuster -u https://target.com -w wordlist.txt -x php,html,txt

# Vulnerability scanning
nuclei -l urls.txt -tags cve,rce,sqli -severity critical,high

# Password spraying
crackmapexec smb 192.168.1.0/24 -u users.txt -p 'Password123!'

# Mimikatz credential dump
mimikatz.exe "privilege::debug" "sekurlsa::logonpasswords" "exit"

What Makes This Playbook Special?

[+] 19,900+ lines of battle-tested commands
[+] Copy-paste ready - Works in real engagements
[+] 2026 Edition - Latest techniques and tools
[+] Complete coverage - Recon to post-exploitation
[+] Advanced topics - Supply chain, hardware, blockchain
[+] Real-world focus - Practical, not theoretical
[+] Organized structure - Easy navigation and reference


[Report] Statistics

  • Total Commands: 5,000+
  • Tools Covered: 300+
  • Attack Techniques: 200+
  • Code Examples: 1,000+
  • Real CVEs: 100+

Contributing

This playbook is maintained by the security community. To contribute:

  1. Fork the repository
  2. Add your techniques to appropriate doc files
  3. Test commands in a lab environment
  4. Submit a pull request with detailed description
  5. Include references and credits

[Note] Version History

  • v3.0 (Nov 2025) - Reorganized into modular structure, added 23 advanced attack topics
  • v2.5 (Oct 2025) - Added AI/ML security, advanced EDR evasion, supply chain attacks
  • v2.0 (2025) - Enhanced cloud security, Kubernetes, wireless, social engineering
  • v1.0 (2024) - Initial release

[!] LEGAL DISCLAIMER

This playbook is intended ONLY for:

  • [+] Authorized security testing with written permission
  • [+] Educational purposes in controlled lab environments
  • [+] Security research to improve defensive capabilities
  • [+] Professional penetration testing engagements

[x] Unauthorized access to computer systems is illegal. The author assumes no liability for misuse of this information. Always obtain explicit written authorization before testing any systems you do not own.


ACKNOWLEDGMENTS

Special thanks to the security community, open-source tool developers, and researchers who make this knowledge possible:

  • @harmj0y (Will Schroeder) - PowerView, Rubeus
  • @gentilkiwi (Benjamin Delpy) - Mimikatz
  • @byt3bl33d3r - CrackMapExec, DeathStar
  • @SecureAuthCorp - Impacket suite
  • @projectdiscovery - Nuclei, httpx, subfinder
  • @tomnomnom - ffuf, waybackurls, httprobe
  • And countless others contributing to infosec

[Email] Contact & Support

  • GitHub Issues: Report bugs or request features
  • Discussions: Share techniques and ask questions
  • Twitter: Follow @RicheByte for updates

Stay safe, stay legal, stay ethical.

Happy (ethical) hacking! [Target]


Last Updated: November 11, 2025
Version: 3.0-2026-ULTIMATE-EDITION
License: Educational Use Only - Authorized Security Testing
GitHub: github.com/RicheByte/pentester-playbook

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