Enterprise AI Security Account Executive (Remote | Equity)

Gray Swan; Philadelphia (Philadelphia County); On-site; USD 157,000 - 192,000; Full time

Benefits offered by this job

Office in Pittsburgh

Remote work option

Equity participation

Health, dental, and vision coverage

401k matching

Catered lunches (Pittsburgh)

Flexible work arrangements

28 days annual leave

Job summary

Gray Swan AI is hiring an Account Executive to own enterprise sales cycles end-to-end for a highly technical AI safety and security platform. You will convert inbound interest into paid pilots and long-term deployments, collaborating with founders, engineering, and product.

You’ll thrive in a fast-moving startup, learn complex products quickly, and close meaningful six-figure deals in a market that’s rapidly evolving. Ownership and initiative are highly valued.

Qualifications

• Proven experience selling enterprise software or platforms in AI, security, or adjacent tech.
• Comfort learning technical material and engaging with technical buyers.
• Experience selling into AI, security, financial services, healthcare, or insurance.
• Ability to operate independently and own outcomes end-to-end.
• Thrives in early-stage startups; willing to wear multiple hats.
• Motivated, disciplined, and credible with customers.

Responsibilities

• Own the full sales cycle from first conversation through close.
• Sell a complete AI safety and security platform.
• Build credibility with technical and executive stakeholders.
• Learn and communicate technical concepts clearly with internal teams.
• Engage buyers in regulated industries.
• Generate pipeline via inbound leads, conferences, referrals, and outbound.
• Partner with SDR to convert inbound interest and develop your own leads.
• Maintain momentum through long multi-stakeholder processes.
• Work with founders, product, and engineering to shape pilots and deployments; provide field feedback.

Skills

Enterprise software sales

Technical buyer engagement

Sales cycle ownership

Startup environment

High ownership

Communication skills

Job description

Gray Swan AI is hiring an Account Executive to own enterprise sales cycles end-to-end for a highly technical AI safety and security platform. You will convert inbound interest into paid pilots and long-term deployments, collaborating with founders, engineering, and product.

You’ll thrive in a fast-moving startup, learn complex products quickly, and close meaningful six-figure deals in a market that’s rapidly evolving. Ownership and initiative are highly valued.