Gray Swan

Enterprise Account Executive – AI Security

Gray Swan

full-time

Posted on:

Location Type: Hybrid

Location: PittsburghPennsylvaniaUnited States

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Salary

💰 $90,000 - $140,000 per year

About the role

  • 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.

Requirements

  • 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.
Benefits
  • 401k with up to 4% matching
  • 28 days annual leave (vacation + holidays)
  • Health, dental, and vision coverage
  • Catered lunches (Pittsburgh office)
  • Flexible work arrangements
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise software salesAI safety and securityautomated adversarial testingred teamingruntime defensive solutionspipeline generationcustomer engagementsolution scopingsales process managementgo-to-market strategy
Soft Skills
communicationcredibility buildingindependencemotivationdisciplinejudgmentrelationship managementadaptabilitycollaborationproblem-solving