Enterprise Account Executive
Location: Onsite San Francisco CA (5 days/week required)
Travel: 12 conferences per month (avg. 3 days each)
Compensation:
-
Base Salary: $125000 $175000
-
OTE: $250000 $350000
-
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: Youll 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
-
Bachelors degree required
Preferred Qualifications (Strongly Emphasized)
Standout candidates will bring multiple of the following:
-
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.
Enterprise Account Executive Location: Onsite San Francisco CA (5 days/week required) Travel: 12 conferences per month (avg. 3 days each) Compensation: Base Salary: $125000 $175000 OTE: $250000 $350000 Equity: Included Visa Sponsorship: Case-by-case The Opportunity HireNow Staffing is p...
Enterprise Account Executive
Location: Onsite San Francisco CA (5 days/week required)
Travel: 12 conferences per month (avg. 3 days each)
Compensation:
-
Base Salary: $125000 $175000
-
OTE: $250000 $350000
-
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: Youll 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
-
Bachelors degree required
Preferred Qualifications (Strongly Emphasized)
Standout candidates will bring multiple of the following:
-
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.
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