Osep Certification 2026: Pen-300 Exam, Cost, Requirements, Skills & Preparation Guide

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OSEP Certification, officially the OffSec Experienced Penetration Tester, validates advanced penetration testing skills through OffSec’s PEN-300 course and a hands-on, proctored exam. It targets experienced security professionals who already understand enumeration, exploitation, scripting, privilege escalation, and Active Directory attacks. Candidates face a corporate-network simulation, receive 47 hours and 45 minutes for the practical challenge, then 24 additional hours to submit a professional report. Passing requires compromising the designated objective or earning at least 100 points under OffSec’s current rules successfully.
What Is OSEP Certification?
OSEP stands for OffSec Experienced Penetration Tester. It is an advanced offensive-security certification earned by passing the practical examination associated with PEN-300: Evasion Techniques and Breaching Defenses.
The osep cert is designed for penetration testers who have already moved beyond basic vulnerability discovery and exploitation. PEN-300 focuses heavily on operating against hardened enterprise environments where defenders may deploy antivirus, ...
... endpoint security, application controls, Active Directory protections, and other security measures.
OffSec describes PEN-300 as an advanced penetration-testing program covering areas such as client-side attacks, application-whitelisting bypass, Active Directory attacks, credential access, lateral movement, privilege escalation, persistence, custom tooling, and defense evasion.
That makes osep offensive security training substantially different from an entry-level ethical-hacking course. The emphasis is not simply finding a vulnerability—it is finding a workable attack path when normal techniques are blocked.
OSEP Certification Quick Facts
OSEP Detail
Current Information
Full name
OffSec Experienced Penetration Tester
Associated course
PEN-300: Evasion Techniques and Breaching Defenses
Level
Advanced / 300-level
Exam type
Hands-on, proctored practical exam
Practical exam time
47 hours 45 minutes
Report submission
Additional 24 hours
Passing requirement
Reach designated objective or score at least 100 points
Environment
Simulated corporate network through private VPN
Course + exam bundle
$1,749 currently listed
Learn One
$2,749/year currently listed
Certification expiration
OSEP currently does not expire

OffSec currently lists OSEP as a proctored 48-hour certification exam, while its detailed exam guide specifies 47 hours and 45 minutes of actual examination time.
OSEP Requirements and Recommended Prerequisites
There is an important difference between a formal prerequisite and being technically ready.
OffSec recommends that PEN-300 candidates have completed PEN-200 and OSCP/OSCP+ or possess equivalent knowledge and experience. PEN-200 and OSCP are therefore strongly recommended foundations rather than a stated mandatory certification prerequisite.
Before beginning serious OSEP preparation, candidates should be comfortable with:
Kali Linux and Linux command-line operations

Target enumeration

Web vulnerability identification

Local privilege escalation

Basic Active Directory attacks

TCP/IP networking

Bash scripting

Python scripting

PowerShell

Exploit modification

Windows and Linux environments

Familiarity with C# is also useful for PEN-300, according to OffSec.
A practical readiness test is simple: if basic enumeration, privilege escalation, pivoting, and Active Directory concepts still require step-by-step tutorials, strengthening those skills before entering PEN-300 will usually produce a better learning experience.
What Does PEN-300 Teach?
The course behind the certification is officially titled PEN-300: Evasion Techniques and Breaching Defenses.
Its value comes from forcing candidates to think about the difference between having an exploit and successfully operating inside a defended enterprise environment.
Core areas include:
Advanced Defense Evasion
Candidates learn approaches for working around security controls rather than assuming standard payloads will execute successfully.
This involves understanding how defensive technologies interfere with offensive tooling and how an experienced tester adapts techniques rather than repeatedly launching the same attack.
Active Directory and Enterprise Attacks
Modern penetration tests frequently involve Windows domains rather than isolated machines.
PEN-300 develops skills relevant to:
Credential attacks

Active Directory exploitation

Lateral movement

Privilege escalation

Persistence

Enterprise attack-path development

Custom Offensive Tooling
OSEP candidates need more than a collection of downloaded tools.
The course uses technologies and languages including Java, JavaScript, Python, shell scripting, and other approaches to help students understand how tooling can be modified or developed for specific attack situations.
Client-Side and Application-Based Techniques
Some environments cannot be approached through a simple remotely exploitable service. Candidates therefore learn techniques that involve client-side vectors and application-related weaknesses as part of broader attack chains.
OSEP Exam Format and Passing Score
The OSEP exam simulates a corporate network inside a private VPN.
Candidates receive 47 hours and 45 minutes to complete the practical portion. After the examination ends, OffSec provides another 24 hours for submission of the required documentation.
Unlike a traditional multiple-choice certification exam, OSEP tests whether you can actually compromise systems and document how you did it.
How OSEP Scoring Works
OffSec states that candidates can pass in either of two ways:
Compromise the designated objective described for the exam, or

Earn at least 100 points.

Points are awarded for partial or complete administrative control of targets, and objectives differ across systems. OffSec's OSEP FAQ states that qualifying proof flags are worth 10 points each.
This changes exam strategy significantly. The goal is not necessarily to attack systems in numerical order. Strong candidates continually evaluate which attack path offers the highest probability of meaningful progress.
OSEP Reporting Requirements Can Decide the Result
Technical compromise alone is not enough.
OffSec requires candidates to submit professional documentation describing their exploitation process for each relevant target. The report must contain enough detail for a technically competent person to reproduce the attack.
Documentation should capture:
Commands executed

Attack steps

Relevant console output

Modified or custom exploit code

Required proof files

Screenshots

Target IP information

Explanations of important modifications

Proof collection rules are strict. For example, local.txt, proof.txt, and secret.txt evidence must follow OffSec's specified submission and screenshot requirements. Missing required evidence can result in zero points for a target.
A smart preparation strategy therefore includes practicing reporting during labs, not learning report writing after the exam.
OSEP Exam Cost in 2026
Searches for osep exam cost can be misleading because the current OffSec product structure bundles training access and certification attempts.
As of October 2026, OffSec lists:
Purchase Option
Current Listed Price
Access
Course + Certification Exam Bundle
$1,749
90-day course/lab access + 1 exam attempt
Learn One
$2,749/year
One year of selected course access and included certification attempts

The current PEN-300 product page lists the Course + Certification Exam Bundle at $1,749 and Learn One at $2,749 annually. Pricing can change, and applicable taxes may be additional.
Learn One currently includes two attempts for the selected 200- or 300-level certification course, along with additional included learning resources and exam attempts specified by OffSec.
Rather than treating the OSEP exam as a simple standalone test fee, candidates should calculate the total preparation cost based on training access, lab duration, number of attempts, and preparation time.
OSEP Exam Rules You Should Know Before Test Day
OSEP has strict examination rules.
OffSec currently prohibits commercial tools including Cobalt Strike, Metasploit Pro, Core Impact, and Burp Suite Pro during the OSEP examination.
The exam guide does permit various open-source, community, or custom tools, including examples such as Metasploit Community, BloodHound, SQLmap, PowerShell Empire, and Covenant, subject to OffSec's current rules.
Another critical rule is AI use.
LLMs and AI chatbots—including ChatGPT, Gemini, DeepSeek, OffSec KAI, and similar systems—are prohibited during the OSEP exam.
Always review the official exam guide shortly before the exam because certification policies can change.
OSEP vs OSCP+: Which One Should You Take?
Area
OSCP+
OSEP
Difficulty
Intermediate
Advanced
Course
PEN-200
PEN-300
Main emphasis
Core penetration testing
Advanced evasion and enterprise compromise
AD knowledge
Important
Deeper enterprise attack focus
Custom techniques
Moderate
Significant
Recommended order
First
After OSCP-level skills

OSEP should generally be viewed as a progression from OSCP-level competence rather than an alternative for beginners.
A professional who can compromise standard targets but struggles when controls block normal payloads is exactly the type of learner PEN-300 is designed to challenge.
OSEP and the OSCE³ Path
OSEP also contributes toward one of OffSec's advanced certification milestones.
Professionals who earn:
OSEP – OffSec Experienced Penetration Tester

OSWE – OffSec Web Expert

OSED – OffSec Exploit Developer

are automatically awarded OSCE³ (OffSec Certified Expert³). No separate OSCE³ exam is required.
This makes OSEP particularly relevant for professionals planning a longer-term advanced offensive-security certification path.
Does OSEP Certification Expire?
OffSec currently states that OSEP does not expire.
That differs from certain newer OffSec certifications that use time-limited certification models.
Even so, an OSEP holder should continue practicing modern enterprise exploitation and defensive-evasion techniques because tooling, endpoint controls, Active Directory security, and detection methods evolve continuously.
Important: OSEP Cybersecurity vs OSEP Special Education
Google searches for osep education, osep special education, office of special education programs osep, and osep department of education may produce results unrelated to cybersecurity.
Those terms commonly refer to the U.S. Office of Special Education Programs, not the OffSec Experienced Penetration Tester certification.
Similarly, searches such as osep technical assistance center and osep technical assistance center on positive behavioral interventions & supports belong to the education-sector meaning of OSEP.
For cybersecurity searches:
osep → may be ambiguous

osep online → may refer to online PEN-300/OSEP preparation

osep web → can produce mixed search intent

osep certification → strongly identifies the OffSec credential

This semantic distinction matters for SEO: a cybersecurity page should establish OffSec, PEN-300, penetration testing, and Experienced Penetration Tester early so search engines and AI systems can distinguish the certification from the education-related acronym.
How to Prepare for OSEP Efficiently
A productive preparation sequence is:
Reach OSCP-level fundamentals first.
Enumeration, Linux, Windows, privilege escalation, networking, and scripting should feel routine.

Complete PEN-300 systematically.
Do not rush through modules merely to reach the exam.

Build your own notes and commands.
Organize techniques by attack objective rather than creating one enormous command list.

Complete the Challenge Labs.
OffSec recommends understanding most course concepts and completing the challenge environments before attempting the certification exam.

Practice adapting when the obvious technique fails.
OSEP rewards troubleshooting and alternative attack paths.

Document while exploiting.
Save commands, screenshots, payload-generation steps, IP information, and proof evidence immediately.

Simulate long-form testing sessions.
Technical stamina, organization, sleep management, and note quality matter during a nearly 48-hour practical assessment.

Read the current exam guide before your attempt.
Tool restrictions, evidence requirements, submission rules, and policies matter as much as technical skill.

Is OSEP Certification Worth It?
OSEP Certification makes the most sense for professionals already working in penetration testing, red teaming, offensive security engineering, adversary simulation, or advanced security consulting.
It is particularly valuable when your next skills gap is not vulnerability discovery but operating successfully in a hardened enterprise environment.
OSEP is not the certification to choose simply because you want another cybersecurity badge. Its value comes from the capabilities PEN-300 forces you to develop: modifying techniques, understanding defenses, chaining enterprise attacks, working through Active Directory environments, maintaining evidence, and producing professional documentation.
If you already possess OSCP-level knowledge, evaluate your weakest areas—Active Directory, scripting, defense evasion, lateral movement, custom tooling, or reporting—before beginning PEN-300. Then choose an OSEP online preparation route that provides structured technical training, realistic practice, extensive hands-on work,

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