Chief of Staff

Chief of Staff | High-Growth AI Startup | New York City

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Macmillan Davies is partnering with a high-growth AI startup to appoint an exceptional Chief of Staff. This is a high-leverage, founder-facing role for someone who wants genuine exposure to how an ambitious early-stage company is built. You will operate across fundraising, strategy, go-to-market, operations, analytics, partnerships and product, working on whatever matters most to the business that week. This is not a role for someone who needs a highly defined brief or detailed instructions at every stage. It is an opportunity for an exceptionally capable, high-agency individual who thrives in ambiguity, gets to the answer quickly, and enjoys turning early ideas into scalable processes.

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The opportunity

• Support fundraising activity end-to-end, including investor research, pitch-deck iterations, data-room management and follow-up coordination
• Own operational projects from problem definition through to delivery, including vendor evaluation, hiring processes and workflow design
• Analyse commercial and operational data to identify insights across lead conversion, unit economics and partner performance
• Support go-to-market initiatives, including lead generation, partnership outreach and relationship management
• Produce high-quality investor updates, internal documentation, decision briefs and external communications independently
• Build new projects and processes from scratch, then systematise, automate or transition them as the company scales
• Prioritise and execute against the most pressing business challenges, often across several workstreams in a single day

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About you

• 1–3 years of experience within a top-tier consulting, investment banking, strategy or similarly demanding environment
• Strong analytical and commercial skills, with confidence in Excel or Google Sheets, financial modelling and interpreting data
• An excellent writer, able to create clear, compelling and polished communications for senior internal and external stakeholders
• Highly resourceful, proactive and comfortable making progress without waiting for perfect information
• Based in New York City, or genuinely committed to relocating for an in-person position

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Useful experience

• Experience in a startup, fintech, insurtech or AI-native company
• Exposure to insurance, financial services or regulated industries
• Experience managing complex, multi-stakeholder projects or external partnerships
• Familiarity with operational analysis, commercial analysis or light financial modelling

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Salary

$160k to $190k plus Equity