OffSec Experienced Penetration Tester (OSEP) Study Notes & Guide (Unofficial)

OSEP Study Notes & Guide offer a comprehensive guide to the OSEP certification by Offensive Security, associated with the PEN-300 course. It details advanced penetration testing skills including antivirus evasion, shellcode execution, reflective DLL injection, and extensive Active Directory exploitation. The document also covers real-world tactics like phishing, lateral movement, and bypassing defensive mechanisms.

Authored and reviewed by certified professionals with firsthand experience preparing for and earning the certification.

The OSEP course builds on OSCP to offer advanced penetration testing skills that mimic sophisticated real-world attack scenarios. It emphasizes memory-based payload execution, AV evasion through obfuscation, phishing with Office macros, and advanced PowerShell/C# integrations.

Lab exercises simulate Active Directory environments requiring privilege escalation and lateral movement. A core takeaway is the use of fileless malware delivery and API calls to evade detection, including dynamic API resolution via PowerShell. Candidates need to thoroughly document steps for the 48-hour exam to ensure success. The key to mastering the course lies in hands-on practice, scripting proficiency, and persistence in tackling advanced security mechanisms.

Table of Contents:

• About OSEP & The Official Course
• Preparation & Exam Tips
• Operating System and Programming Theory
• Client Side Code Execution With Office
• Client Side Code Execution With Windows Script Host
• Process Injection
• AV Evasion
• C# Injection into Trusted Processes
• Application Whitelisting & Credentials
• Advanced AppLocker and PowerShell Security Bypass Techniques
• Bypassing Network Filters
• Linux Post-Exploitation Techniques and Persistence
• Kiosk Breakouts
• Lateral Movement
• Ansible
• Artifactory
• Kerberos on Linux
• Microsoft SQL Attacks
• Active Directory Hacking

Page Count: 214

Format: PDF

Disclaimer: Unofficial Study Material

This study guide is an unofficial, independently written resource created solely for educational purposes. It is based on personal exam experience and publicly available information. This product is not affiliated with, endorsed by, or authorized by The certification body, or any of their partners. It does not contain any copyrighted material, proprietary courseware, or confidential exam content.All trademarks, logos, and brand names are the property of their respective owners. By purchasing or downloading this material, you agree not to hold the author or this store liable for any outcomes related to exam performance.

For official training material, please visit the certification body’s website.

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