Enterprise Account Executive

S23 - AI

Enterprise Account Executive

Location: New York City (5 days per week, on-site)

Salary: $150,000 Base + $300,000–$400,000 OTE + Equity

About the Role

A rapidly growing AI startup is looking for an experienced Enterprise Account Executive to help drive its next phase of growth. Backed by leading venture investors, the company is transforming the insurance industry with domain-specific AI that automates complex workflows for some of the world's leading insurers, brokers, and MGAs.

This is an opportunity to join a high-performing commercial team, own the full enterprise sales cycle, and work directly with leadership to shape go-to-market strategy. You'll be selling a category-defining AI platform into a market actively embracing AI adoption, with significant earning potential and the opportunity to make a meaningful impact as the business scales.

Key Responsibilities

• Own the full enterprise sales cycle from qualified opportunity through discovery, product demonstrations, proposal, negotiation, and close.
• Build relationships with senior stakeholders across enterprise insurance organisations and position AI solutions that deliver measurable business value.
• Partner closely with SDRs and Marketing to convert qualified pipeline while generating additional opportunities through proactive outbound prospecting.
• Develop a deep understanding of customer workflows, challenges, and strategic priorities to deliver a consultative sales approach.
• Maintain an accurate sales pipeline and provide reliable forecasting through CRM tools.
• Collaborate with Product, Marketing, and Customer Success to share customer feedback and influence product positioning, messaging, and go-to-market strategy.
• Ensure successful customer handovers while identifying opportunities for future expansion and account growth.

What We're Looking For

• 3–5 years of experience as a full-cycle Enterprise Account Executive within a high-growth B2B SaaS or AI startup (Seed to Series C preferred).
• Proven track record of consistently exceeding enterprise sales targets and closing complex, high-value deals.
• Experience managing multi-stakeholder sales cycles with executive-level buyers.
• Strong consultative selling, discovery, negotiation, and relationship-building skills.
• Comfortable operating in a fast-paced startup environment with high levels of ownership and autonomy.
• Excellent communication and presentation skills with the ability to articulate technical solutions to both business and technical audiences.
• Previous experience selling AI, enterprise software, automation platforms, or InsurTech solutions is highly desirable.

Why Join?

• Join one of the fastest-growing AI startups in a rapidly expanding market.
• Sell a category-leading AI platform delivering measurable ROI to enterprise customers.
• Work directly with founders and senior leadership in a highly collaborative environment.
• Influence go-to-market strategy, product development, and customer success as the company scales.
• Competitive compensation package including uncapped earning potential and meaningful equity.
• Build your career in a high-growth business with significant opportunities for progression and impact.