Enterprise Account Executive

HireNow Staffing is partnering with a venture-backed, domain-specific AI company redefining how insurance organizations operate. The team is building technology that fundamentally changes underwriting, claims, and operational workflows—and they are entering a critical enterprise expansion phase. We are seeking a seasoned Enterprise Account Executive who brings real insurance fluency, a stable track record, and the ability to close complex, six-figure deals in high-stakes environments.

Requirements

• Own the entire enterprise sales cycle from qualified lead through discovery, demo, proposal, negotiation, and close
• Build deep understanding of insurance workflows and operational pain points to position AI-driven solutions credibly
• Navigate complex buying committees including underwriting, claims, operations, IT, and executive leadership
• Maintain accurate pipeline management and forecasting using CRM tools (HubSpot preferred)
• Contribute directly to messaging, pricing, and positioning based on real customer conversations
• Identify and develop land-and-expand opportunities post-close, setting the foundation for long-term account growth

Benefits

• Base Salary: $125,000 – $175,000
• OTE: $250,000 – $350,000
• Equity: Included
• Visa Sponsorship: Case-by-case