Chief of Staff

Location

San Francisco Bay Area (Office-based, 5 days per week)

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Salary

up to $210,000 + Meaningful Equity

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About the job

Help build one of the next generation of AI-native startups.

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We're partnering with an ambitious seed-stage AI startup that's transforming the commercial insurance industry.

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This is not a traditional Chief of Staff role. You'll become the CEO's operating partner and force multiplier, owning the highest-leverage, cross-functional work across the business. You'll solve ambiguous problems, drive execution, and help shape how the company scales from the ground up.

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If you're someone who thrives in fast-moving environments, enjoys wearing multiple hats, and wants to work side-by-side with exceptional founders, this is an opportunity to have a genuine impact from day one.

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What you'll be doing

• Partner closely with the CEO and CTO, taking ownership of day-to-day operations and enabling them to focus on strategy, product and fundraising.
• Lead cross-functional projects from idea through execution.
• Drive company priorities, ensuring initiatives move forward and teams stay aligned.
• Own KPI reporting, business metrics and executive communications.
• Manage strategic partnerships, pilot programmes and vendor onboarding.
• Build financial models and support key commercial and operational decisions with data.
• Prepare board materials, investor updates and strategic analysis.
• Identify operational bottlenecks and implement scalable processes.
• Build and shape the future Office of the CEO, including hiring Special Projects Associates as the company grows.

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What we're looking for

Experience

• 5+ years of experience in strategy, business operations, consulting or Chief of Staff roles.
• One of the following backgrounds:
• 2-4 years at McKinsey, Bain or BCG, followed by an operational role within a high-growth technology company.
• 5+ years in operations, strategy, BizOps or a founding role within an early-stage startup or scale-up.
• Experience working in seed to Series B companies where you've owned initiatives from concept through execution.
• Able to clearly demonstrate your individual impact rather than team achievements.
• Previous experience as a Founder Associate, Chief of Staff, Business Operations Lead, General Manager or similar high-ownership role is highly desirable.

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Skills

• Exceptional analytical and structured problem-solving ability.
• High agency and ownership mindset—you identify problems before being asked and drive them through to completion.
• Comfortable making decisions with limited information and navigating ambiguity.
• Strong financial modelling and commercial analysis skills.
• Excellent written and verbal communication.
• Experience using AI tools and LLMs to automate and improve workflows.
• Strong proficiency with Google Sheets, SQL and modern productivity tools.

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Education

• Bachelor's degree from a highly selective university.
• MBA from a leading programme (e.g. Stanford, Harvard, Wharton, MIT Sloan, Booth) is highly desirable.

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About you

You'll thrive in this role if you:

• Love solving difficult, unstructured business problems.
• Enjoy working directly with founders.
• Want to build rather than optimise.
• Are excited by the pace and ambiguity of a seed-stage startup.
• Value long-term equity upside over short-term cash maximisation.
• Want to grow into a future COO, General Manager or senior leadership position.

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Requirements

• Based in the San Francisco Bay Area or willing to relocate.
• Able to work from the office five days per week.
• Excited by early-stage startup environments and comfortable taking ownership from day one.

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If you're looking for a career-defining opportunity where you'll help shape both the company and your own future, we'd love to hear from you.