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Ai Penetration Testing Jobs in Virginia (NOW HIRING)

Description: OCH Technologies is seeking a Penetration Tester to execute network, system ... SDR/HackRF tools for wireless and RF communications testing. * AI-assisted fuzzing tools for ...

Penetration Tester

Alexandria, VA · On-site

$75 - $85/hr

Perform testing and detection activities including red teaming, blue teaming, penetration testing ... All AI-assisted evaluations and responses are reviewed by human recruiters before any hiring ...

Penetration Tester

Alexandria, VA · On-site

$75 - $85/hr

Perform testing and detection activities including red teaming, blue teaming, penetration testing ... All AI-assisted evaluations and responses are reviewed by human recruiters before any hiring ...

Penetration Tester

Leesburg, VA · On-site

$125 - $155/hr

AI, we have expanded our capabilities to include advanced cyber risk quantification and analytics ... Your expertise in cloud penetration testing (FedRAMP and other compliance frameworks) and security ...

Cleared Penetration Tester

Herndon, VA · On-site

$130K - $160K/yr

AI, we have expanded our capabilities to include advanced cyber risk quantification and analytics ... Your expertise in cloud penetration testing (FedRAMP and other compliance frameworks) and security ...

Penetration Tester

Herndon, VA · On-site

$86K - $198K/yr

Conduct testing and analysis to identify vulnerabilities and potential threat vectors in systems ... Knowledge of tools, tactics, and techniques targeting Artificial Intelligence (AI) systems and ...

Cleared Penetration Tester

Herndon, VA · On-site

$130 - $160/hr

AI, we have expanded our capabilities to include advanced cyber risk quantification and analytics ... Your expertise in cloud penetration testing (FedRAMP and other compliance frameworks) and security ...

Conduct testing and analysis to identify vulnerabilities and potential threat vectors in systems ... Knowledge of tools, tactics, and techniques targeting Artificial Intelligence (AI) systems and ...

Penetration Tester

Herndon, VA · On-site +1

$86K - $198K/yr

Conduct testing and analysis to identify vulnerabilities and potential threat vectors in systems ... Knowledge of tools, tactics, and techniques targeting Artificial Intelligence (AI) systems and ...

Conduct testing and analysis to identify vulnerabilities and potential threat vectors in systems ... Knowledge of tools, tactics, and techniques targeting Artificial Intelligence (AI) systems and ...

AI, we have expanded our capabilities to include advanced cyber risk quantification and analytics ... Develop and refine penetration testing methodologies, tools, and techniques to adapt to evolving ...

Senior Penetration Tester Overview CoStar Group is a leading global provider of commercial and ... Familiarity with AI and LLM security testing, including prompt injection, indirect prompt injection ...

Senior Penetration Tester Overview CoStar Group is a leading global provider of commercial and ... Familiarity with AI and LLM security testing, including prompt injection, indirect prompt injection ...

Senior Penetration Tester Overview CoStar Group is a leading global provider of commercial and ... Familiarity with AI and LLM security testing, including prompt injection, indirect prompt injection ...

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Showing results 1-20

Ai Penetration Testing information

What is AI penetration testing?

AI penetration testing is the process of assessing the security of artificial intelligence systems by simulating cyberattacks to identify vulnerabilities and weaknesses. This involves testing both the underlying infrastructure and the AI models themselves, such as checking for data poisoning, model evasion, and adversarial attacks. The goal is to ensure that AI systems are robust, secure, and protected against malicious exploitation, helping organizations safeguard sensitive data and maintain trust in their AI-driven processes.

What are the key skills and qualifications needed to thrive as an AI penetration tester, and why are they important?

To thrive as an AI Penetration Tester, you need a solid understanding of cybersecurity principles, machine learning concepts, and experience with threat modeling and vulnerability assessment, often supported by certifications like OSCP or CEH. Familiarity with tools such as Metasploit, Burp Suite, Python scripting, and AI-specific frameworks (e.g., TensorFlow, PyTorch) is typically required. Strong analytical thinking, attention to detail, and effective communication skills set outstanding professionals apart in this field. These skills are crucial to identify, exploit, and mitigate security risks in AI systems, ensuring their resilience against evolving threats.

What are some common challenges faced by professionals in AI penetration testing, and how can they be addressed?

AI penetration testers often encounter the challenge of rapidly evolving AI systems and adversarial attack methods, which require continuous learning and adaptation. Another common issue is the complexity of AI models, making it difficult to identify vulnerabilities without deep domain knowledge. These challenges can be addressed by staying updated on the latest AI security research, collaborating closely with data scientists and developers, and leveraging specialized tools designed for AI model assessment. Building a strong interdisciplinary team helps ensure comprehensive testing and robust security coverage.

What is the difference between Ai Penetration Testing vs Ai Security Analyst?

AspectAi Penetration TestingAi Security Analyst
CertificationsCEH, OSCP, CISSPCISSP, CompTIA Security+
Work EnvironmentSecurity labs, testing environmentsMonitoring, analyzing security systems
Primary FocusIdentifying vulnerabilities in AI systemsMonitoring and defending AI infrastructure
Industry UsageCybersecurity, AI development firmsOrganizations with AI security needs

Ai Penetration Testing involves actively probing AI systems for vulnerabilities, while Ai Security Analysts focus on monitoring and defending AI infrastructure. Both roles require cybersecurity certifications and are vital in protecting AI assets, but they differ in their approach—testing versus ongoing security management.

Is AI penetration testing a good career?

AI penetration testing is a specialized cybersecurity role focused on identifying vulnerabilities in AI systems and machine learning models. It requires knowledge of cybersecurity, programming, and AI tools, and often involves certifications like CEH or OSCP. The field offers high demand due to increasing reliance on AI technologies and cybersecurity needs.

Will Ai Penetration Testing be replaced by AI?

Ai Penetration Testing involves human experts using AI tools to identify security vulnerabilities, and it is unlikely to be fully replaced by AI alone. Instead, AI enhances the efficiency and scope of penetration testing, requiring skilled professionals to interpret results and develop mitigation strategies. Continuous learning and familiarity with cybersecurity tools remain essential for practitioners in this field.

What job categories do people searching Ai Penetration Testing jobs in Virginia look for?

The top searched job categories for Ai Penetration Testing jobs in Virginia are:

What cities in Virginia are hiring for Ai Penetration Testing jobs?

Cities in Virginia with the most Ai Penetration Testing job openings:

Infographic showing various Ai Penetration Testing job openings in Virginia as of August 2026, with employment types broken down into 100% Full Time. Highlights an 92% In-person, and 8% Remote job distribution.

Penetration Tester

OCH Technologies LLC

Leesburg, VA • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 4 days ago


Job description

Description:

OCH Technologies is seeking a Penetration Tester to execute network, system, application, and specialized penetration tests against FAA infrastructure under the direction of the Penetration Testing Lead. The candidate will work within formal Rules of Engagement, operate FAA-approved tools, and produce technically detailed test reports. You will also participate in red team and blue team exercises in simulated environments.


This position supports a proposal effort and is contingent upon award, customer approval, and successful onboarding requirements.   


Location 

Hybrid- FAA Air Traffic Control System Command Center (ATCSCC)- Washington, DC 


This position has the potential to travel up to 40% to other FAA facilities nationwide


Core Responsibilities & Duties 

  • Execute penetration tests against NAS and Mission Support systems, networks, and applications following approved Rules of Engagement and test plans. 
  • Identify and exploit vulnerabilities in network infrastructure, operating systems, web applications, and databases. 
  • Participate in red team and blue team exercises in simulated environments. Execute attack scenarios and document findings. 
  • Document all testing activities, findings, and exploitation paths in Penetration Test Reports (PTRs). 
  • Perform regression penetration tests to validate remediation of previously identified vulnerabilities. 
  • Support aircraft cyber testing activities including avionics and flight system security assessments when directed. 
  • Support specialized assessments of edge devices, firewalls, load balancers, and other network infrastructure components. 
  • Assess and document the potential for lateral movement when access is gained during testing. Report high-risk findings immediately. 
  • Maintain and update penetration testing tools and lab environments. All tools must be FAA-approved prior to use. 
  • Support the Penetration Testing Lead in developing Rules of Engagement and test plans for upcoming engagements. 

Responsibilities may evolve over time to support team and organizational goals but will remain consistent with the overall scope of the role. 

Requirements:

Minimum Qualifications


Education 

Bachelor's degree in Cybersecurity, Computer Science, Information Technology, Engineering, Mathematics, or Physics from an accredited institution


Experience 

  • A minimum of five (5)+ years of hands-on penetration testing experience, including network, system, and web application testing. At least 2 years of relevant experience must be recent (performed within the last 3 years). 
  • Proficiency with Metasploit, Burp Suite, nMap, and related penetration testing frameworks. 
  • Experience working within formal Rules of Engagement and producing structured penetration test reports. 
  • Understanding of network protocols, routing, switching, firewall configurations, and common misconfigurations. 
  • Experience with web application testing following OWASP methodology. 

Security Clearance Requirement 

Candidate must have the ability to obtain and maintain a Public Trust

Certifications 

  • At least one Red Teaming certification: OSCP, OSCE, OSWP, OSWE, CEH, ECSA, CEH Practical, ECSA Practical, LPT Master, GCIH, GPEN, GWAPT, GXPN, or GAWN. 
  • Blue Teaming certifications are also accepted: CND, CNDA, GCIH, GCIA, GDAT, GDSA, GCED, or GCFA. 
  • OSCP or GPEN preferred. 

Preferred Qualifications 

  • Experience testing ICS/OT environments or critical infrastructure systems. 
  • Experience with wireless security testing or satellite communication systems. 
  • Experience with cloud penetration testing (AWS, Azure). 
  • Familiarity with aircraft systems, avionics, or aviation communication protocols. 
  • Prior red team experience in a government or military context. 
  • C2 frameworks (Cobalt Strike, Sliver, Mythic) for adversary simulation beyond Metasploit. 
  • BloodHound and Impacket for Active Directory attack path analysis and lateral movement. 
  • Nuclei for automated vulnerability detection at scale. 
  • Cloud pen testing tools (Pacu, AzureHound) for cloud-hosted environments. 
  • SDR/HackRF tools for wireless and RF communications testing. 
  • AI-assisted fuzzing tools for expanding exploit discovery on complex systems. 

Other Required Skills and Abilities 

  • Willingness to travel to FAA facilities and WJHTC for on-site testing engagements. 
  • Discipline to operate within strict testing constraints in safety-critical environments. 
  • Ability to conduct manual testing beyond automated tool output. Ability to develop custom scripts and payloads as needed. 






About Us: At OCH, we are more than just a government contracting firm; we are innovators and leaders in providing cutting-edge IT services and cybersecurity solutions. Driven by a set of fundamental values, we excel in creating secure, efficient, and forward-thinking solutions that empower the government agencies we work with. Our commitment to maintaining the highest standards of integrity, adapting swiftly to new challenges, and focusing on the people we serve ensures that we consistently exceed expectations and lead the industry in innovation and reliability. 


What Defines Us: 

  • Integrity - We act with unwavering honesty, ensuring every decision is rooted ethically. 
  • Adaptable - We swiftly adapt to changes, seizing opportunities to innovate and lead. 
  • People-Focused - We prioritize relationships, championing growth and mutual success. 
  • Accountable - We own our outcomes, striving for excellence through continuous improvement. 
  • Collaborative - We cultivate teamwork, harnessing diverse talents to forge groundbreaking solutions. 

Why Join Us? 

Step into a role at OCH where your contributions make a tangible impact. Join a team that values creativity and initiative, offering a platform to transform the landscape of government IT services. Here, your work is not just a career—it's a mission. Embrace the opportunity to grow, innovate, and excel alongside industry leaders who are as passionate about technology as they are about making a difference. Plus, we offer a comprehensive benefits package designed to support your wellbeing and work-life balance, including: 

  • Paid time off and Holidays 
  • Medical, Dental, and Vision Insurance 
  • Paid Parental Leave 
  • Short-term disability, long-term disability, and life insurance - Employer Paid! 
  • 401(k) 
  • Additional Voluntary Life Insurance 
  • Tuition Reimbursement 

& More!


E-Verify Participation: OCH Technologies, LLC is a participant of E-Verify to verify the identity and employment eligibility of newly hired employees.


Veteran’s Preference and Accessibility Statement: At OCH Technologies, we deeply respect and appreciate the unique skills and experiences that veterans bring to our team. As a federal contractor, we encourage qualified veterans to apply and provide preference where permitted by law. Your service and dedication are valued here. 


We are committed to creating a workplace that is open, welcoming, and accessible to everyone. In accordance with the Americans with Disabilities Act (ADA) and Section 503 of the Rehabilitation Act, we provide reasonable accommodations throughout the hiring process to ensure individuals with disabilities can apply without barriers. If you need assistance or an accommodation, please contact us at hiring@ochtec.com.  


OCH Technologies, LLC is proud to be an equal opportunity employer. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, disability, gender identity, or any other protected characteristic as outlined by federal, state, or local laws.