04/07/2026
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.
Location: Onsite — San Francisco, CA (5 days/week, required)
Travel: 1–2 conferences per month (avg. 3 days each)
Compensation:
-Base Salary: $125,000 – $175,000
-OTE: $250,000 – $350,000
-Equity: Included
-Visa Sponsorship: Case-by-case
Why This Role Stands Out
-True Enterprise Motion: Long sales cycles, multi-stakeholder deals, and land-and-expand growth.
-Insurance-Native AI: You'll sell into workflows that matter—underwriting, claims, and operations—not generic tooling.
-High Visibility: Early-stage environment where your wins directly shape product, pricing, and GTM direction.
-Onsite Culture: Daily collaboration with founders, product, and engineering in San Francisco.
Key Responsibilities
-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
-Partner closely with SDRs and Marketing to convert inbound and outbound pipeline into closed revenue
-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
-Represent the company at industry conferences and events (1–2 per month)
Preferred Qualifications (Strongly Emphasized)
-Prior experience at an early-stage or high-growth startup
-Background selling AI, workflow automation, or data-driven platforms
-Insurtech experience or direct exposure selling into insurance-specific ICPs (e.g., Heads of Underwriting, Claims, or Ops)
-Proven history of consistent quota attainment and promotion
-Comfort operating in ambiguity and helping build enterprise sales processes from the ground up
-High EQ with the ability to sell complex, technical solutions to senior insurance leaders
This role is not a fit for candidates who:
-Have only sold SMB or mid-market deals
-Are unwilling to work onsite full-time in San Francisco
-Are unable to travel for conferences
-Have highly jumpy resumes without clear performance-based rationale
Apply here:
Apply here:
https://www.careers-page.com/hirenow-staffing-inc/job/7X4486V3