Startups · AI

Head of Cyber Safety

Grayswan · Remote (U.S. Only) · Remote

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About Grayswan

Gray Swan provides enterprise-grade security solutions for LLMs, developed by the pioneers of AI vulnerability research. Deploy AI with confidence using just two lines of code. Backed by Madrona.

About the role

Come build and lead Gray Swan's cyber safety capability from the ground up, serving as the technical authority on AI-enabled cyber risk across red-teaming, evaluation, benchmarking, defenses, and safety infrastructure development. You'll help define how frontier AI systems are evaluated for offensive cyber capabilities while partnering with leading AI labs to reduce real-world security risks.

What they're looking for

  • Deep technical expertise in offensive cybersecurity, vulnerability research, exploit development, penetration testing, malware analysis, reverse engineering, or a closely related field through industry, research, or equivalent experience
  • Significant experience assessing advanced cyber threats, offensive tooling, or AI-enabled cyber capabilities, especially in critical infrastructure domains
  • Hands-on experience conducting adversarial evaluations, AI red-teaming, LLM security research, or building evaluation datasets for frontier AI systems
  • Comfortable operating at the intersection of cybersecurity research, AI safety, and machine learning engineering
  • Thrive in highly ambiguous, fast-moving environments where you'll define strategy while building entirely new capabilities
  • A builder who enjoys creating teams, infrastructure, and evaluation systems from scratch
More about this role

Gray Swan is on a mission to empower the world to use AI safely and securely. We evaluate AI models for the leading frontier labs along with building real-time threat detection and adaptive adversarial red teaming agents for teams deploying AI.

We're a team of approximately 50 people, well-funded, growing quickly. Our work directly influences how the world deploys AI agents and systems at scale..

Learn more about how we work .

Come build and lead Gray Swan's cyber safety capability from the ground up, serving as the technical authority on AI-enabled cyber risk across red-teaming, evaluation, benchmarking, defenses, and safety infrastructure development. You'll help define how frontier AI systems are evaluated for offensive cyber capabilities while partnering with leading AI labs to reduce real-world security risks.

This role sits at the intersection of offensive security, AI safety, and machine learning. You'll transform deep cybersecurity expertise into scalable evaluation methodologies, safety infrastructure, and automated defenses that help establish industry standards for frontier model security.

If you have deep expertise in offensive cybersecurity, vulnerability research, or...

Read the full posting on Grayswan's site ↗

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