Senior Enterprise AI Sales Executive (Remote)

Gray Swan; Seattle (WA); Hybrid; USD 157,000 - 192,000; Full time

Benefits offered by this job

Equity participation

Remote work options

Office in Pittsburgh

Job summary

Gray Swan AI is hiring an Account Executive to own enterprise sales cycles end-to-end for our AI safety and security platform. You’ll engage with technical buyers, turn inbound interest into pilots, and drive six-figure deals in a fast-growing startup.

You’ll collaborate with founders, engineering, and product, build credibility across AI, security, and financial services, and help shape go-to-market strategy while owning pipeline and outcomes.

Qualifications

• 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 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.

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

AI security domain

Technical buyer engagement

Pipeline generation

Ownership & accountability

Job description

Gray Swan AI is hiring an Account Executive to own enterprise sales cycles end-to-end for our AI safety and security platform. You’ll engage with technical buyers, turn inbound interest into pilots, and drive six-figure deals in a fast-growing startup.

You’ll collaborate with founders, engineering, and product, build credibility across AI, security, and financial services, and help shape go-to-market strategy while owning pipeline and outcomes.