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Osep Jobs in Virginia (NOW HIRING)

Penetration Tester

Reston, VA · On-site

$110 - $170/hr

OSCP, OSWA, OSEP, OSWE, OSEE and AI/Red teaming credentials * Comfort working client-facing engagements #J-18808-Ljbffr

Penetration Tester

Reston, VA · On-site

$95 - $160/hr

OSCP, OSWA, OSEP, OSWE, and AI/Red teaming credentials * Comfort working client-facing engagements About SecureIT SecureIT is a trusted and fast-growing professional services firm specializing in ...

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... OSEP, OSCE, CRTO. CRTL, GXPN • Cloud platforms and services (AWS, Azure, GCP) • Custom tooling, payload or, command-and-control (C2) development Company : Clear Ridge Defense is an IT firm that ...

... OSEP, OSCE, CRTO. CRTL, GXPN • Cloud platforms and services (AWS, Azure, GCP) • Custom tooling, payload or, command-and-control (C2) development Company : Clear Ridge Defense is an IT firm that ...

In addition, desired skills/certifications are: o Offensive Security Experienced Pentester (OSEP), Advanced Windows Exploitation (OSEE), Exploit Researcher and Advanced Penetration Tester (GXPN ...

Offensive-security certifications such as OSCP, OSEP, OSCE, CRTO. CRTL, GXPN * Cloud platforms and services (AWS, Azure, GCP) * Custom tooling, payload or, command-and-control (C2) development ...

In addition, desired skills/certifications are: o Offensive Security Experienced Pentester (OSEP), Advanced Windows Exploitation (OSEE), Exploit Researcher and Advanced Penetration Tester (GXPN ...

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Osep information

What is an OSEP?

An OSEP (Offensive Security Experienced Penetration Tester) job involves conducting advanced security assessments, penetration testing, and red teaming exercises to identify and exploit vulnerabilities in an organization's systems. Professionals in this role use sophisticated attack techniques to simulate real-world threats and help strengthen cybersecurity defenses. The position requires expertise in offensive security, scripting, exploit development, and post-exploitation tactics. Many OSEP-certified professionals work for cybersecurity firms, government agencies, or as independent consultants.

What kinds of tasks and challenges can I expect in an OSEP role?

As an OSEP, you will regularly conduct sophisticated penetration tests to identify vulnerabilities in networks, web applications, and other systems. You may encounter complex environments that require creative problem-solving and persistence to successfully exploit and demonstrate weaknesses. Collaboration with IT, security, and development teams is common when reporting findings and recommending remediation steps. The role offers diverse daily challenges and continual learning opportunities to stay ahead of emerging threats, making it both demanding and highly rewarding for security professionals eager to grow.

What are the key skills and qualifications needed to thrive in the OSEP position, and why are they important?

To thrive as an OSEP (Offensive Security Experienced Professional), you need in-depth knowledge of penetration testing methodologies, cybersecurity principles, and hands-on experience with network and system exploitation techniques, typically supported by the OSCP or similar certifications. Mastery of technical tools such as Kali Linux, Metasploit, Burp Suite, and scripting languages like Python or Bash is essential. Strong analytical thinking, adaptability, and effective communication skills enable you to convey findings to both technical and non-technical stakeholders. These skills ensure you can identify and address security vulnerabilities, contributing to the organization's overall security posture.

What are the most commonly searched types of Osep jobs in Virginia?

The most popular types of Osep jobs in Virginia are:

What are popular job titles related to Osep jobs in Virginia?

For Osep jobs in Virginia, the most frequently searched job titles are:

Infographic showing various Osep job openings in Virginia as of August 2026, with employment types broken down into 100% Full Time. Highlights an 60% In-person, and 40% Remote job distribution.

Penetration Tester

Rippling

Reston, VA • On-site

$110 - $170/hr

Other

Posted 5 days ago


Rippling rating

8.9

Company rating: 8.9 out of 10

Based on 15 frontline employees who took The Breakroom Quiz

40th of 246 rated software companies


Job description

Overview

We are frequently looking for skilled penetration testers and red teamers. Our Cyber team identifies weaknesses in our clients' systems and provides actionable recommendations to strengthen their defenses. If you're the kind of pen tester who enjoys emulating attacks and surfacing vulnerabilities, we want to hear from you!

Responsibilities
  • Perform web application, network, API and AI penetration testing.
  • Conduct red teaming engagements and emulate attacker techniques to surface vulnerabilities.
  • Develop actionable recommendations to strengthen clients’ defenses through clear findings and guidance.
  • Engage with clients in a professional, client-facing capacity as needed.
Qualifications
  • Web application, network, API and AI penetration testing experience
  • Red Teaming
  • OSCP, OSWA, OSEP, OSWE, OSEE and AI/Red teaming credentials
  • Comfort working client-facing engagements
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What Rippling employees say

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