Enterprise AI Security Sales Lead

Gray Swan; New York (NY); On-site; USD 157,000 - 192,000; Full time

Benefits offered by this job

Equity participation

Remote work

High earnings potential

Job summary

Gray Swan is seeking an Account Executive to own the enterprise sales cycle for our AI safety and security platform. You’ll work with founders, engineering, and product to convert inbound interest into paid pilots and long-term deployments.

You’ll operate credibly with technical buyers, close six-figure deals in a fast-moving startup, and shape how enterprise AI safety software is sold. This role offers ownership, equity, and meaningful growth opportunities.

Qualifications

• Proven experience selling enterprise software or platforms in AI or security.
• Comfort learning technical material and engaging with technical buyers.
• Experience selling into AI, security, financial services, healthcare, or insurance.
• Ability to own the sales process end-to-end.
• Thrives in early-stage startups and wears multiple hats.
• Highly motivated and disciplined to build something meaningful.
• Presence, credibility, and sound judgment in customer interactions.

Responsibilities

• 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.
• 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.

Skills

Enterprise software sales

Technical buyer engagement

Relationship-building with AI/security

Independent self-starter

Startup hustle

Professional presence

Job description

Gray Swan is seeking an Account Executive to own the enterprise sales cycle for our AI safety and security platform. You’ll work with founders, engineering, and product to convert inbound interest into paid pilots and long-term deployments.

You’ll operate credibly with technical buyers, close six-figure deals in a fast-moving startup, and shape how enterprise AI safety software is sold. This role offers ownership, equity, and meaningful growth opportunities.