Chief of Staff

Job Description

Job Description

About the Role

We're hiring a Chief of Staff to serve as a strategic partner to the co-founder of a fast-growing AI insurance technology company.

This is a high-impact leadership role for an exceptional operator who can rapidly absorb context, drive execution, and take ownership of critical business initiatives across strategy, operations, partnerships, go-to-market execution, and organizational scaling.

Within your first 90 days, you'll become a trusted extension of the co-founder—representing leadership in meetings, driving key decisions, and helping build the systems and processes required to scale the business.

This role offers a clear path toward executive leadership as the company continues its rapid growth.

About the Company

The company is a venture-backed AI startup transforming the insurance industry through innovative technology and automation.

Backed by leading investors and operating at the forefront of applied AI, the company is scaling three core business lines:

• Standards
• Auditing
• Insurance

The team works closely with cutting-edge AI tools and is building the operational foundation for significant long-term growth.

What You'll DoExecutive Partnership

• Act as a trusted partner and extension of the co-founder
• Represent leadership in customer, partner, and internal meetings
• Help drive executive decision-making and organizational alignment
• Manage high-priority initiatives and special projects

Business Operations & Strategy

• Build the operational backbone of the commercial organization
• Improve communication, information flow, and decision-making processes
• Develop scalable systems that support rapid company growth
• Establish operating rhythms, reporting structures, and performance tracking

Go-to-Market Leadership

• Support and help scale the company's partner-led sales motion
• Improve pipeline management and sales infrastructure
• Build repeatable frameworks for revenue operations and commercial execution
• Help shape long-term go-to-market strategy

Strategic Projects

• Lead high-impact initiatives from concept through execution
• Evaluate and onboard strategic partners and vendors
• Drive cross-functional initiatives across operations, product, partnerships, and revenue teams
• Solve complex business problems in a fast-moving environment

Organizational Scaling

• Build hiring processes and operational playbooks
• Create decision frameworks and internal systems
• Influence stakeholders across all levels of the organization
• Help establish the foundation for future organizational growth

Required QualificationsExperience

• 5–7 years of professional experience
• Background in management consulting and high-growth startups
• Experience working in Seed, Series A, Series B, or Series C startup environments
• Proven success leading strategic and operational initiatives
• Experience managing projects, teams, and cross-functional stakeholders

Leadership & Communication

• Exceptional executive presence and communication skills
• Ability to influence senior executives and technical teams alike
• Strong relationship-building and stakeholder management capabilities
• Demonstrated ability to operate effectively in ambiguous environments

Strategic & Operational Skills

• Strong business judgment and analytical thinking
• Experience building processes, systems, and scalable operations
• Ability to move quickly while maintaining a high standard of execution
• Proven track record of ownership and accountability

Personal Attributes

• High-agency operator who thrives in fast-paced environments
• Strong problem-solving and decision-making abilities
• Entrepreneurial mindset
• Comfortable wearing multiple hats and tackling unfamiliar challenges
• Results-oriented with a bias toward action

Preferred Qualifications

• Experience in AI, technology, SaaS, or venture-backed startups
• Background in operations, strategy, partnerships, product, or Chief of Staff functions
• Experience working directly with founders or executive leadership teams
• Exposure to commercial strategy, revenue operations, or go-to-market initiatives

Compensation & BenefitsCompensation

• Base Salary: $250,000 – $300,000
• Equity participation

Benefits

• Relocation assistance available
• Visa sponsorship available
• Executive-level growth opportunities
• Significant ownership and visibility

Location

San Francisco, California

This is an in-person leadership role working closely with company founders and senior leadership.

Why This Role Stands OutDirect Founder Partnership

Work side-by-side with company leadership on the most important strategic priorities.

Executive Growth Path

Clear trajectory toward senior executive leadership roles, including COO, CBO, or CRO opportunities.

High Ownership

Lead critical business initiatives with meaningful decision-making authority.

AI Industry Exposure

Operate at the forefront of AI adoption within a massive industry undergoing transformation.

Career Acceleration

Gain broad exposure across strategy, operations, partnerships, go-to-market execution, and company building while helping shape the future of a rapidly scaling business.