Enterprise Account Executive - Insurance

Accountabilities:

• • Enterprise pipeline generation: Prospect and develop new enterprise accounts across the insurance industry using email, phone, LinkedIn, referrals, conferences, and other relevant channels; continuously test and refine targeting, messaging, and outbound strategies.
  • Full-cycle sales ownership: Manage opportunities from initial outreach and qualification through discovery, demonstrations, negotiation, and close, while maintaining strong pipeline coverage and sales discipline.
  • Consultative selling: Conduct thoughtful discovery to uncover customer challenges, business priorities, and buying requirements, then position solutions around measurable customer value.
  • Complex deal execution: Navigate enterprise sales cycles involving multiple stakeholders, senior decision-makers, technical considerations, and potentially significant contract values.
  • Customer presentations: Deliver compelling, tailored demos and presentations that communicate complex products clearly and resonate with different audiences across insurance organizations.
  • Sales strategy and process development: Help build and refine enterprise sales playbooks, positioning, messaging, qualification processes, and repeatable approaches for winning within the insurance market.
  • Cross-functional collaboration: Partner with product and engineering teams to communicate customer needs and influence product direction, while working with marketing on campaigns, demand generation, launches, and go-to-market initiatives.
  • Industry engagement: Build relationships across the insurance ecosystem and represent the business at relevant conferences, industry events, and networking opportunities to generate awareness and qualified pipeline.
  • Revenue ownership: Consistently manage toward quota and revenue objectives while maintaining accurate forecasting, strong opportunity management, and a high standard of execution.
  • Market insight: Develop a deep understanding of insurance industry challenges, buying dynamics, competitive considerations, and emerging opportunities to strengthen enterprise sales strategy.

  Requirements

  • Enterprise sales experience: Proven experience selling enterprise SaaS into the insurance industry, or deep insurance industry experience in a commercial, revenue-generating role.
  • Complex deal experience: Demonstrated experience managing enterprise opportunities with deal values in the range of $100K–$1M+ ARR.
  • Quota achievement: A strong track record of exceeding or consistently achieving targets in quota-carrying sales roles.
  • Insurance expertise: Strong understanding of the insurance industry, its operating models, customer needs, and commercial environment.
  • Consultative selling: Ability to uncover complex business problems, build trusted relationships, articulate value, and influence senior stakeholders throughout the buying process.
  • Pipeline generation: Hands-on experience building pipeline through outbound prospecting and developing new enterprise accounts.
  • Communication and storytelling: Excellent verbal, written, presentation, and storytelling skills, with the ability to communicate effectively with both business and technical audiences.
  • Executive presence: Confidence engaging senior leaders and navigating complex, multi-stakeholder enterprise buying processes.
  • Builder mindset: Comfortable operating without a fully established playbook and motivated by the opportunity to shape sales processes, strategy, and go-to-market execution.
  • Resilience and adaptability: Highly motivated, persistent, and comfortable working in a fast-paced, high-growth environment where priorities and processes may evolve.
  • Customer orientation: Genuine curiosity about customer problems and the ability to translate those challenges into compelling business solutions.
  • Preferred: An established network within the insurance industry, experience selling complex or technical products, and experience generating pipeline through industry conferences.
  • Preferred: Background with a high-growth B2B SaaS or InsurTech organization.

  Benefits

  • Competitive compensation package with equity participation.
  • HRA health plan.
  • Unlimited paid time off.
  • 401(k) retirement plan.
  • Supportive, low-ego culture that emphasizes ownership, collaboration, and professional growth.
  • Company offsites designed to bring the team together, connect, and recharge.
  • Opportunity to play a significant role in shaping an emerging enterprise sales motion within the insurance sector.
  • High degree of ownership and visibility within a growing organization.
  • Inclusive workplace with reasonable accommodations available upon request.