Note: The job is a remote job and is open to candidates in USA. Gray Swan is a company focused on protecting organizations from emerging AI security threats through real-time threat detection and adaptive defenses. They are seeking a Lead Account Executive who will own enterprise sales cycles for their AI safety and security platform, engaging with technical buyers and generating pipeline through various methods.

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
• 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

Skills

• Proven experience selling enterprise software or platforms, ideally in AI, security, or adjacent technical domains
• Comfort learning technical material and engaging with technical buyers, even if you are not an engineer by training
• Experience selling into or having strong relationships within AI, security, financial services, healthcare, or insurance organizations
• Ability to operate independently, generate pipeline, and own outcomes end-to-end
• Ability to thrive in early-stage startup environments, comfortable wearing multiple hats, and contributing beyond a narrowly defined sales role
• Highly motivated, disciplined, and willing to work hard to build something meaningful
• Presence, credibility, and sound judgment to customer interactions
• Prior experience selling highly technical or emerging technology products
• Existing relationships with AI labs, security teams, or enterprise engineering organizations
• Experience closing six-figure enterprise deals with long, consultative sales cycles
• Familiarity with AI safety, security, testing, or infrastructure-level software

Benefits

• Meaningful equity participation
• Work from our office in Pittsburgh, or remotely
• Opportunity for outsized earnings driven by high inbound interest and large deal sizes
• 401k with up to 4% matching
• 28 days annual leave (vacation + holidays)
• Health, dental, and vision coverage
• Catered lunches (Pittsburgh office)
• Flexible work arrangements

Company Overview