New York City (On-Site, 5 Days/Week)

About Our Client:

Our Client is building one of the most exciting AI companies in the insurance industry, helping insurers, reinsurers, MGAs, and brokers automate complex, manual workflows using domain-specific artificial intelligence. Their platform streamlines submission intake, policy comparisons, underwriting audits, and other mission-critical insurance operations—allowing customers to make faster decisions, improve efficiency, and reduce operational costs.

Backed by Andreessen Horowitz (a16z), Y Combinator, Nexus Venture Partners, South Park Commons, and Converge, Our Client has raised $30 million and already supports organizations responsible for more than $15 billion in written insurance premiums across all 50 states.

This is an opportunity to join an ambitious, venture-backed team at an early stage and play a significant role in defining the company's next phase of growth.

The Opportunity:

Our Client is seeking an experienced Enterprise Account Executive to drive new business with enterprise insurance organizations. This is a true full-cycle sales role where you'll own opportunities from discovery through close while helping shape the company's go-to-market strategy.

You'll partner closely with SDRs, Marketing, Product, and Leadership to win strategic customers, influence product direction, and build long-term relationships within one of the largest industries undergoing AI transformation.

This is an ideal opportunity for someone who thrives inside fast-growing startups, enjoys complex enterprise sales, and wants meaningful ownership beyond simply carrying a quota.

Responsibilities:

• Own the complete enterprise sales cycle from qualified opportunity through closed business.
• Conduct discovery meetings that uncover business challenges and quantify customer impact.
• Deliver compelling product demonstrations tailored to insurance organizations.
• Build executive relationships with enterprise decision-makers.
• Collaborate with SDRs and Marketing to develop qualified pipeline.
• Maintain accurate CRM hygiene and forecasting.
• Negotiate commercial agreements and successfully close enterprise opportunities.
• Partner with Customer Success to ensure seamless customer onboarding and long-term success.
• Surface customer feedback that influences product development, positioning, and messaging.
• Help refine sales playbooks and go-to-market strategy as the company scales.

Requirements:

Must Have:

• 3+ years of full-cycle Enterprise Account Executive experience.
• Experience selling B2B SaaS at a Seed, Series A, B, or C startup.
• Proven track record consistently exceeding quota.
• Experience managing complex enterprise sales cycles.
• Strong discovery, negotiation, and closing skills.
• Experience building relationships with executive stakeholders.
• Ability to self-generate pipeline while partnering effectively with SDRs.
• Highly organized with strong CRM discipline and forecasting accuracy.
• Comfortable working in a fast-paced, high-growth startup environment.
• Willingness to work on-site five days per week in New York City.

Nice To Have:

• Experience selling AI, automation, or workflow software.
• Insurance, InsurTech, or Financial Services industry experience.
• Founding or early-stage startup experience.
• Experience selling six-figure enterprise SaaS deals.
• Passion for helping shape product and go-to-market strategy.

Compensation & Benefits:

• Base Salary: $150,000
• On-Target Earnings: $300,000–$400,000
• Competitive equity package
• Visa sponsorship available on a case-by-case basis

Benefits & Perks:

• Opportunity to join a rapidly growing, venture-backed AI company.
• Work directly with experienced founders and executive leadership.
• Significant ownership and visibility across the business.
• High-impact role helping define enterprise go-to-market strategy.
• Collaborative, low-ego, builder-focused culture.
• Exposure to cutting-edge AI technology transforming the insurance industry.
• Career growth as the company continues to scale.

Why Join Our Client?

This is more than a traditional Enterprise Account Executive position. You'll join a team where sales works hand-in-hand with Product and Engineering, customer feedback directly influences the roadmap, and every employee has the opportunity to shape the future of the business.

If you're energized by building, thrive in ambiguity, enjoy complex enterprise sales, and want to help define the future of AI in one of the world's largest industries, we'd love to hear from you.

This follows your Recruiter Concierge format:

• About Our Client
• The Opportunity
• Responsibilities
• Requirements with Must Have and Nice To Have
• Compensation & Benefits
• Benefits & Perks



I also think this role has the hallmarks of candidates from companies like Ramp, Verkada, Samsara, Gong, Motive, MongoDB, Datadog, Abnormal AI, Wiz, Arctic Wolf, Vanta, Modern Treasury, and other venture-backed infrastructure or AI companies—especially AEs selling complex enterprise SaaS into regulated industries.