Overview

System Exploitation is a fundamental aspect of security assessment, focusing on identifying and leveraging vulnerabilities in operating systems and applications. This comprehensive track covers the methodologies and techniques used in professional security assessments.

๐Ÿ” Professional Security Testing

While this guide covers system exploitation fundamentals, enterprise environments require comprehensive security assessment. For organizations in Portugal seeking professional penetration testing services, Pentesting.pt provides expert security assessment services following industry best practices.

Learning Objectives

๐Ÿ’ฅ Buffer Overflow Exploitation

Stack-Based Buffer Overflows

Classical stack buffer overflow exploitation techniques and methodologies.

  • Stack layout and function call mechanics
  • EIP/RIP control and redirection
  • Bad character identification
  • JMP ESP and return address techniques

Heap-Based Exploitation

Advanced heap exploitation techniques for modern applications.

  • Heap layout and allocation mechanisms
  • Use-after-free exploitation
  • Heap spraying techniques
  • Double-free vulnerabilities

Format String Vulnerabilities

Exploiting format string bugs for code execution and information disclosure.

  • Format string fundamentals
  • Arbitrary memory read/write
  • GOT overwrite techniques
  • FORTIFY_SOURCE bypass methods

๐Ÿง Linux Privilege Escalation

Kernel Exploitation

Linux kernel vulnerability identification and exploitation.

  • Kernel version enumeration
  • Local kernel exploit development
  • Dirty COW and similar techniques
  • SUID/SGID binary abuse

Service Exploitation

Exploiting misconfigured services for privilege escalation.

  • Cron job manipulation
  • Service binary hijacking
  • Library injection attacks
  • Systemd service abuse

Container Escapes

Breaking out of containerized environments.

  • Docker container escape techniques
  • Kubernetes privilege escalation
  • Container runtime exploitation
  • Namespace manipulation

๐ŸชŸ Windows Privilege Escalation

Token Manipulation

Windows access token abuse for privilege escalation.

  • Token impersonation techniques
  • SeImpersonatePrivilege abuse
  • Named pipe impersonation
  • Token kidnapping attacks

Service Exploitation

Windows service-based privilege escalation techniques.

  • Unquoted service path exploitation
  • Service binary replacement
  • DLL hijacking techniques
  • Registry key manipulation

UAC Bypass Techniques

User Account Control bypass methods and techniques.

  • UAC architecture understanding
  • Fodhelper and similar bypasses
  • DLL hijacking for UAC bypass
  • Registry manipulation techniques

๐Ÿ”ง Exploit Development Fundamentals

Vulnerability Research

Systematic approach to finding and analyzing vulnerabilities.

  • Fuzzing techniques and tools
  • Static and dynamic analysis
  • Code review methodologies
  • Reverse engineering skills

Exploit Reliability

Developing reliable and stable exploits.

  • Memory layout prediction
  • ASLR and DEP bypass techniques
  • Exploit stability improvements
  • Cross-platform exploitation

Modern Mitigation Bypass

Bypassing modern exploit protection mechanisms.

  • ASLR bypass techniques
  • Stack canary circumvention
  • CFI (Control Flow Integrity) bypass
  • Intel CET bypass methods

๐Ÿ”„ Return-Oriented Programming (ROP)

ROP Chain Construction

Building ROP chains for code execution without executable memory.

  • Gadget identification and chaining
  • Stack pivot techniques
  • System call invocation via ROP
  • ROP chain debugging and refinement

JOP and COP Techniques

Jump-oriented and Call-oriented programming alternatives.

  • JOP gadget discovery
  • Call-oriented programming chains
  • Hybrid ROP/JOP exploitation
  • Advanced gadget chaining

Automated ROP Tools

Leveraging tools for automated ROP chain generation.

  • ROPgadget and ropper usage
  • Automatic chain generation
  • Custom ROP compiler usage
  • ROP chain optimization

๐Ÿ”ฅ Shellcode Development

Assembly Programming

Low-level assembly programming for shellcode creation.

  • x86/x64 assembly fundamentals
  • System call programming
  • Position-independent code
  • Null-byte free shellcode

Custom Payload Development

Creating specialized payloads for specific scenarios.

  • Bind and reverse shell payloads
  • Staged vs. stageless payloads
  • Meterpreter payload customization
  • Payload encoding techniques

Evasion Techniques

Developing shellcode that evades detection mechanisms.

  • Antivirus evasion methods
  • Polymorphic shellcode
  • Encryption and obfuscation
  • In-memory execution techniques

๐Ÿงช Hands-on Lab: Advanced Exploitation Challenge

Objective: Develop a complete exploit chain from buffer overflow to privilege escalation.

Duration: 10-12 hours

Skills Practiced: Buffer overflows, ROP chains, shellcode development, privilege escalation

Start Lab Exercise

๐Ÿ› ๏ธ Essential Tools

Debugging Tools

  • GDB: GNU Debugger with pwndbg
  • WinDbg: Windows kernel debugging
  • x64dbg: Windows user-mode debugging
  • Radare2: Reverse engineering framework

Exploitation Frameworks

  • Metasploit: Exploitation framework
  • pwntools: Python exploitation library
  • ROPgadget: ROP gadget finder
  • Ropper: ROP/JOP gadget finder

Privilege Escalation Tools

  • LinEnum: Linux enumeration script
  • WinPEAS: Windows privilege escalation
  • PowerUp: PowerShell privilege escalation
  • GTFOBins: Unix binary exploitation

๐Ÿ“‹ Recommended Resources

๐ŸŽฏ Certification Alignment

eCPPTv2 & OSCP Requirements

This module covers advanced exploitation for professional certifications:

  • โœ… Buffer Overflow Exploitation
  • โœ… Privilege Escalation Techniques
  • โœ… Manual Exploitation Methods
  • โœ… Custom Payload Development
View eCPPTv2 Guide

๐Ÿ“ˆ Learning Progress

Track your system exploitation skills:

Complete the sections above to track your progress

โ† Back to Roadmap

Frequently Asked Questions

What is system exploitation?

System exploitation involves finding and leveraging vulnerabilities in operating systems and applications to gain unauthorized access or privileges.

What skills are covered in this roadmap?

Buffer overflows, privilege escalation, exploit development, and post-exploitation techniques.

Who should use this roadmap?

Anyone interested in advanced penetration testing or exploit development.

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