Enterprise Account Executive (Insurtech)

Location: Remote within the United States; frequent U.S. travel of up to 50% for client discovery sessions, workshops, proofs of concept, and checkpoints.

Salary: $140,000–$170,000 USD base salary plus $140,000–$170,000 USD commission; total cash compensation is uncapped and performance-based.

Company

Insurance technology provider building cloud software and AI-powered solutions for insurance agencies, brokers, carriers, MGAs, and wholesale brokers.

What you will do

• Run full-cycle enterprise sales from prospecting and discovery through evaluation, proof of concept, negotiation, and close.
• Develop strategic account plans for named accounts, identify stakeholders and business initiatives, and pursue new and expansion opportunities.
• Work with Solution Consulting to create decision-oriented proof-of-concept plans with success criteria, datasets or documents, user roles, checkpoints, and exit criteria.
• Build executive and cross-functional relationships across underwriting, claims, technology, operations, and leadership, including C-level stakeholders.
• Explain LLMs, data flows, APIs, and other technical concepts in terms of underwriting and operational value.
• Coordinate Sales, Solutions Consulting, Product, Security, Finance, Legal, and Customer Success while managing pipeline hygiene, forecasting, retention, expansion, and escalated customer issues.

Requirements

• 10+ years of enterprise sales experience, including 5+ years in insurance or insurtech and 5+ years selling enterprise SaaS and/or data solutions to large carriers or brokers.
• Experience managing multi-stakeholder, long-cycle sales processes and owning complex opportunities end to end, including prospecting, demonstrations, discovery, evaluation or POC leadership, negotiation, and close.
• Ability to operate independently, maintain accountability, and coordinate cross-functional resources throughout the sales cycle.
• Ability to explain LLMs, data flows, and APIs clearly and connect technical capabilities to underwriting and operations value.
• Experience building executive relationships, multithreading accounts, developing strategic account plans, and selling consultatively to C-suite and functional leaders.
• Disciplined use of Salesforce CRM, pipeline management, forecasting, and structured sales methodologies.
• Willingness to travel frequently within the United States, up to 50%.
• Bachelor’s degree or equivalent experience.

Culture & Benefits

• People-first culture focused on trust, inclusion, growth, collaboration, and professional development.
• Medical, dental, and vision coverage.
• Holiday and vacation time plus health and wellness days.
• Additional bonus day for the employee’s birthday.
• Employment is contingent upon applicable pre-employment background checks and verification.