Founder Strategy, Operations & Growth Chief of Staff

Founder Strategy, Operations & Growth Chief of Staff

Company: HireNow Staffing (Direct Placement Partner)

HireNow Snapshot

HireNow Staffing is actively recruiting a highly driven Founder Strategy, Operations & Growth Chief of Staff to join one of our valued client partners in New York City.

This is a high-leverage, high-trust opportunity working directly alongside the CEO of an early-stage AI-native consumer insurance technology company. The successful candidate will operate as an extension of the founder, taking ownership of whichever priorities matter most to the business—from fundraising and financial analysis to operations, GTM strategy, partnerships, hiring, and special projects.

The scope is intentionally broad and changes quickly. One day may involve investor materials and financial modeling; the next could require evaluating vendors, improving lead conversion, supporting carrier relationships, or building a new operational process from scratch.

The strongest candidate will demonstrate exceptional agency, analytical horsepower, written communication, judgment, integrity, and execution speed. This role is designed for someone who can take an ambiguous objective, determine what needs to happen, execute it independently, and then systematize or automate the solution as the company scales.

Key Responsibilities

• Partner directly with the CEO on the company's highest-priority strategic and operational initiatives.
• Support fundraising activities from end to end, including investor research, pitch deck development, data-room management, financial analysis, and investor follow-up.
• Own special projects from initial problem definition through execution and measurable results.
• Build financial and operational models supporting executive decision-making.
• Analyze lead conversion, unit economics, carrier performance, customer acquisition, and other critical business metrics.
• Identify patterns and actionable insights from business data without requiring detailed direction.
• Support GTM strategy, including lead-generation experiments, partnership development, and market-expansion initiatives.
• Help develop and manage relationships with insurance carriers and external business partners.
• Evaluate vendors, agencies, technology providers, and other external resources.
• Build recruiting pipelines and support hiring initiatives as organizational needs evolve.
• Draft investor updates, internal briefs, strategic documentation, partner communications, and other executive-level materials.
• Develop early-stage processes manually, when necessary, validate what works, and then systematize, automate, or delegate them.
• Coordinate cross-functional initiatives involving Product, Growth, Operations, Partnerships, Finance, and leadership.
• Identify urgent business challenges and take ownership of solving them quickly.
• Represent the CEO's priorities with sound judgment, professionalism, discretion, and integrity.

Required Qualifications

• 1–3+ years of highly analytical professional experience, ideally within a top-tier consulting, investment banking, strategy, finance, or comparable high-performance environment.
• Exceptional new graduates with outstanding academic, analytical, and leadership credentials may also be considered.
• Strong quantitative and analytical capabilities.
• Advanced comfort working with spreadsheets, business metrics, and financial or operational models.
• Ability to independently analyze data and identify meaningful business insights.
• Exceptional written communication skills with the ability to prepare polished investor, executive, partner, and internal communications with minimal oversight.
• Demonstrated ability to operate effectively in highly ambiguous environments.
• Strong bias toward action and ability to execute without waiting for detailed instructions.
• Excellent organizational and project-management capabilities.
• Strong business judgment and ability to prioritize rapidly changing responsibilities.
• Exceptional integrity, discretion, and reliability appropriate for a highly trusted founder-facing position.
• Ability to manage multiple unrelated projects simultaneously while maintaining execution quality.
• Must currently reside in New York City or be genuinely committed to relocating.
• Must be available to work in person in New York City.
• Must be authorized to work in the United States without current or future visa sponsorship.

Preferred Qualifications

• Professional experience with a highly selective organization such as Goldman Sachs, McKinsey, Bain, BCG, or a comparable firm.
• Previous startup experience, particularly within Seed or Series A environments.
• Experience within fintech, insurtech, financial services, or AI-native technology.
• Exposure to fundraising processes, investor relations, or venture-backed companies.
• Experience developing financial models and conducting operational analysis.
• Experience managing complex projects involving multiple internal and external stakeholders.
• Partnership development or external relationship-management experience.
• Experience supporting GTM strategy, growth initiatives, or customer acquisition.
• Familiarity with insurance carrier relationships or insurance distribution.
• Demonstrated ability to automate, systematize, or operationalize previously manual processes.

HireNow Package

Compensation:$130,000–$180,000 annually

Equity: Meaningful early-stage equity opportunity.

Employment Type: Full-Time | Direct Placement

Experience: 1–3+ years | Exceptional new graduates may be considered.

Work Location: New York, New York | In-Person

Leadership Exposure: Direct partnership and mentorship from the founder/CEO.

Career Opportunity: Broad exposure across fundraising, operations, GTM, analytics, partnerships, hiring, and company-building initiatives.

Work Authorization: Applicants must be authorized to work in the United States without current or future sponsorship.

Visa Sponsorship: None available.

HireNow Checklist

HireNow Staffing is recruiting a Founder Strategy, Operations & Growth Chief of Staff who:

• Brings 1–3+ years of high-performance analytical, consulting, banking, strategy, operations, or comparable experience—or presents exceptional new-graduate credentials.
• Can build and interpret financial and operational models.
• Finds meaningful insights in business data without requiring someone else to identify what to analyze.
• Writes polished investor, partner, and executive communications independently.
• Can take an ambiguous project, determine the path forward, and execute without excessive direction.
• Demonstrates exceptional integrity and can be trusted with highly sensitive company and founder information.
• Moves quickly while maintaining strong judgment and attention to detail.
• Is comfortable switching between fundraising, analytics, recruiting, GTM, operations, partnerships, and unexpected priorities.
• Can build something manually first and then determine how to systematize, automate, or delegate it.
• Can work in person in New York City without requiring visa sponsorship.

HireNow Standout Candidates

Candidates will receive the strongest consideration if they demonstrate:

• Experience at Goldman Sachs, McKinsey, Bain, BCG, or a comparable high-performance organization.
• Exceptional academic performance combined with meaningful leadership or entrepreneurial accomplishments.
• Prior experience working directly with founders or senior executives.
• Early-stage startup, fintech, insurtech, or AI-company exposure.
• Direct fundraising support involving investor research, pitch materials, financial models, or data rooms.
• Strong financial modeling and quantitative problem-solving capabilities.
• Experience supporting GTM, partnerships, or growth initiatives.
• Evidence of independently taking projects from ambiguity through execution.
• Ability to rapidly learn unfamiliar industries and solve problems outside their previous functional expertise.
• Exceptional judgment, discretion, and integrity appropriate for representing the CEO internally and externally.

HireNow Disqualifiers

The following will prevent candidates from moving forward:

• Jumpy resumes will not be accepted or interviewed.
• Professional experience that does not demonstrate strong analytical, strategic, operational, or high-ownership capabilities.
• Inability to independently build or interpret spreadsheets and basic financial or operational models.
• Weak executive-level written communication skills.
• Candidates who require clearly defined responsibilities and step-by-step instructions before taking action.
• Limited ability to manage ambiguity or rapidly changing priorities.
• Candidates uncomfortable handling multiple unrelated projects within the same day.
• Lack of discretion or judgment appropriate for a highly trusted founder-facing position.
• Candidates primarily seeking a traditional administrative Chief of Staff or executive assistant role.
• Candidates unwilling to work in person in New York City or genuinely relocate.
• Applicants requiring current or future visa sponsorship.
• Candidates who do not meet the core qualifications required for the position.

HireNow Staffing Disclaimer

HireNow Staffing is acting as a direct placement partner for this Founder Strategy, Operations & Growth Chief of Staff opportunity. All candidate information is handled confidentially and evaluated against defined requirements. This job description outlines the general scope of responsibilities and qualifications. Due to the early-stage nature of the organization, responsibilities may evolve significantly based on company priorities and growth. Only candidates meeting the core qualifications will be considered for interview. Client-specific information will be shared only with qualified candidates during the interview process.

https://www.careers-page.com/hirenow-staffing-inc/job/7X54Y373