Enterprise Account Executive

Enterprise Account Executive

San Francisco, California, United States Job Openings Enterprise Account Executive

Enterprise Account Executive

Location: Onsite San Francisco, CA (5 days/week, required) Travel: 12 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

The Opportunity

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 workflowsand 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 remoteit is designed for sellers who want ownership, visibility, and influence while helping define enterprise go-to-market strategy from the inside.

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 matterunderwriting, claims, and operationsnot 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

Candidates must demonstrate mastery across the following areas to be considered for interview:

• 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 (12 per month)

What Success Looks Like

• Consistently land $100K+ ACV enterprise deals with clear expansion paths
• Exceed quota while maintaining 34x pipeline coverage
• Shorten sales cycles through disciplined deal management and strong stakeholder alignment
• Secure flagship insurance logos that accelerate brand credibility
• Provide actionable voice of customer insights that influence product and GTM strategy

Required Qualifications

• 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

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

Important Notes

• 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

HireNow Staffing Disclaimer

HireNow Staffing is acting as a direct placement partner for this role. All candidate information is handled confidentially and evaluated against defined requirements. This job description outlines the general scope of responsibilities and qualifications. Duties may evolve based on client needs and business growth. Only candidates meeting the specific qualifications outlined aboveand demonstrating a stable employment historywill be considered for interview.