Enterprise Account Executive
About The Position
HireNow Staffing is partnering with a venture-backed, domain-specific AI company redefining how insurance organizations operate. This 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. This role is not transactional and not remote—it is designed for sellers who want ownership, visibility, and influence while helping define enterprise go-to-market strategy from the inside.
Requirements
- 3+ years of full-cycle enterprise closing experience in a tech or SaaS environment
- Demonstrated experience selling to insurance companies or prior professional experience within the insurance industry
- Track record closing $100K+ ACV deals with exposure to land-and-expand motions
- Stable career history with clear progression (multiple sub-1-year stints without explanation will not be considered)
- Willingness and ability to work onsite in San Francisco, 5 days per week
- Willingness to travel regularly for conferences and industry events
- Bachelor's degree required
Nice To Haves
- 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
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)
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
