Enterprise Account Executive – AI Security

As an Account Executive at Gray Swan AI, you’ll own enterprise sales cycles end-to-end for a highly technical AI safety and security platform. This is not a replacement-level software sales role. We’re looking for someone who can operate credibly with technical buyers, learn complex products quickly, and thrive in a fast-moving startup environment where ownership and initiative matter.

You’ll work closely with founders, engineering, and product to turn inbound interest into paid pilots and long-term production deployments. This role blends enterprise selling, technical curiosity, and startup hustle, with significant autonomy and upside.

If you’re energized by building something early, working hard, and closing meaningful six-figure deals in a new and rapidly evolving market, this role is likely a great fit.

Own the full sales cycle from first conversation through close, often starting with paid pilots and expanding to production deployments.

Sell a complete AI safety and security platform, including automated adversarial testing/ red teaming and runtime defensive solutions for AI systems.

Build credibility with technical and executive stakeholders across AI, security, and engineering teams.

Learn and communicate technical concepts clearly, working closely with internal technical teams to scope solutions and answer customer questions.

Engage buyers in regulated and high-stakes industries such as financial services, healthcare, and insurance.

Generate pipeline through a mix of inbound leads, conference networking, referrals, and outbound efforts.

Partner with our SDR to convert inbound interest into qualified opportunities while continuing to source and develop your own leads.

Maintain strong momentum through long, multi-stakeholder sales processes.

Work directly with founders, product, and engineering to shape customer pilots and deployments. Provide feedback from the field to influence product direction, positioning, and go-to-market strategy.