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Ai Penetration Testing Jobs in Reston, VA (NOW HIRING)

Penetration Tester

Reston, VA · On-site

$110 - $170/hr

Perform web application, network, API and AI penetration testing. * Conduct red teaming engagements and emulate attacker techniques to surface vulnerabilities. * Develop actionable recommendations to ...

Penetration Tester

Reston, VA · On-site

$95 - $160/hr

Web application, network, API and AI penetration testing experience * Red Teaming * OSCP, OSWA, OSEP, OSWE, and AI/Red teaming credentials * Comfort working client-facing engagements About SecureIT ...

Penetration Tester

Washington, DC · On-site

$120 - $180/hr

* Execute penetration tests against NAS and Mission Support systems, networks, and applications ... SDR/HackRF tools for wireless and RF communications testing. * AI-assisted fuzzing tools for ...

... testing AI, LLM, or Generative AIenabled applications * 1+ year of experience using AI models (such as Claude or similar) to accelerate tool development or testing workflows + Advanced knowledge of ...

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

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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Ai Penetration Testing information

See Reston, VA salary details

$23.4K

$124.7K

$175.3K

How much do ai penetration testing jobs pay per year?

As of Aug 28, 2026, the average yearly pay for ai penetration testing in Reston, VA is $124,733.00, according to ZipRecruiter salary data. Most workers in this role earn between $99,900.00 and $146,700.00 per year, depending on experience, location, and employer.

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 are popular job titles related to Ai Penetration Testing jobs in Reston, VA?

For Ai Penetration Testing jobs in Reston, VA, the most frequently searched job titles are:

What job categories do people searching Ai Penetration Testing jobs in Reston, VA look for?

The top searched job categories for Ai Penetration Testing jobs in Reston, VA are:

What cities near Reston, VA are hiring for Ai Penetration Testing jobs?

Cities near Reston, VA with the most Ai Penetration Testing job openings:

Penetration Tester

Rippling

Reston, VA • On-site

$110 - $170/hr

Other

This job post has expired 1 day ago. Applications are no longer accepted.


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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