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.