Account Executive, Insurance

Account Executive, Insurance

We are looking for an experienced Account Executive to help build and scale an insurance business by originating opportunities and leading complex enterprise sales from initial conversations through signed engagements. You will work closely with insurance leadership, product, engineering, and deployment teams to identify high-value opportunities and develop tailored solutions for major industry players. The role focuses on property and casualty, life and annuities, and specialty insurance, addressing complex workflows across underwriting, claims, distribution, and core operations. You will help insurance organizations understand how AI-powered systems can improve efficiency, decision-making, and business outcomes. Beyond closing deals, you will influence product direction by translating customer needs and market insights into actionable recommendations. This is an opportunity to shape a growing commercial business and bring innovative AI solutions into production across highly regulated industries.

Accountabilities

• Build and develop a qualified sales pipeline through targeted outreach, executive relationships, industry networks, strategic partners, conferences, and events.
• Identify priority accounts, establish relationships with decision-makers, and convert prospects into sales-qualified opportunities.
• Lead consultative discovery to understand customer challenges, business economics, decision-making processes, funding, and implementation timelines.
• Assess technical, data, security, and deployment considerations in collaboration with product, engineering, and implementation teams.
• Develop compelling value propositions, business cases, proposals, and tailored demonstrations that connect proposed solutions to measurable customer outcomes.
• Lead complex sales engagements through solution scoping, pricing, security and legal reviews, procurement, contract negotiation, and closing.
• Ensure customer commitments, project scope, success measures, and commercial assumptions are clearly documented and transferred to delivery teams.
• Share customer feedback, market insights, buying signals, objections, and recurring product needs to inform product strategy and roadmap priorities.
• Maintain accurate account plans, pipeline forecasts, and sales documentation while continuously improving sales processes and materials.
• Analyze wins and losses to strengthen the commercial approach and build a repeatable enterprise sales motion.

Requirements:

• 10+ years of experience in enterprise sales, business development, or management consulting, with direct responsibility for originating opportunities and independently closing complex commercial engagements.
• Proven track record of personally selling and closing multimillion-dollar custom technology deployments or tailored technology engagements.
• Strong experience defining bespoke solution scope, navigating implementation trade-offs, developing quantified business cases, negotiating contracts, and aligning delivery commitments.
• Demonstrated insurance industry sales experience and strong understanding of insurance operating models, workflows, and enterprise buying processes.
• Deep domain expertise in at least one priority market: property and casualty, life and annuities, or specialty insurance.
• Practical familiarity with AI tools and the ability to evaluate their outputs and discuss data, integrations, solution evaluation, and human oversight with customers and technical teams.
• Strong commercial judgment, with the ability to build executive relationships, identify opportunities, develop persuasive sales materials, and manage multiple complex pursuits.
• Excellent written and verbal communication skills, with the ability to lead cross-functional teams and influence stakeholders without formal authority.
• A hands-on, proactive approach, with the ability to manage detailed sales execution independently.
• Experience selling AI products or solutions is a strong advantage.
• Previous experience building commercial operations, sales processes, or trusted customer relationships in an early-stage startup environment is a plus.

Benefits:

• Fully remote work arrangement.
• Candidates based in San Francisco, New York, or on the U.S. East Coast are preferred.
• Opportunity to help build and shape a growing insurance business and influence product strategy.
• Close collaboration with experienced professionals across insurance, product, engineering, and AI deployment.
• Exposure to complex, high-impact AI projects for large, regulated institutions.
• Salary, healthcare coverage, paid leave, and other employee benefits are not specified in the job description.