Chief of Staff

New York City, NY · On-site · Full-time Compensation: $130,000–$180,000 + 0.1%–0.3% equity

Our client is an AI-native consumer insurance broker on a mission to rewire a trillion-dollar industry that still runs on phone calls, fax machines, and legacy carrier systems. Its platform uses AI agents to quote, bind, and service policies autonomously, saving the average household hundreds of dollars while delivering better protection. It works with 40 of the largest US insurance carriers, is prepping to go live across all 50 states, and is launching life insurance as a new product line. It's backed by top-tier funds and notable angels.

Founded 2025 · Industry: Insurtech / AI

A high-leverage generalist role sitting directly next to the CEO. The Chief of Staff owns whatever is most important that week; scope is intentionally broad and constantly changing. (The previous Founder's Associate ran five different projects in a single day — hiring sales agents, optimizing marketing campaigns, finding a branding agency, building financial models, and bringing on new insurance carriers.)

• 1 to 3 years at a top-tier firm (e.g., Goldman, McKinsey, Bain, BCG, or comparable); strong new grads considered
• Strong analytical skills including spreadsheet proficiency, financial modeling, and data interpretation
• Excellent written communication for investor emails, internal docs, and external partner notes
• High agency and a bias toward action — ships before it's perfect, moves without waiting to be unblocked
• Based in NYC or genuinely committed to relocating
• High integrity — this is a right-hand role and trust is the foundation of the hire

• A background from a top-tier firm or program
• Has multiple strong offers or optionality and is choosing startups anyway
• Can point to a project owned end to end and driven from start to finish
• A scrappy, fast-execution mindset
• Genuinely excited about building from the ground floor — eyes light up talking about the work, not the title or comp

• Right-hand to the CEO: direct mentorship from the founder and the closest representation of the CEO on the team
• Genuine ownership from day one: own whatever is most important that week — fundraising, ops, GTM, analytics, partnerships, or product strategy
• A front-row seat to the AI transformation of a $2T industry, with meaningful equity at an early-stage company

• Location — New York City, NY
• Work policy — On-site
• Compensation — $130,000–$180,000 + 0.1%–0.3% equity
• Visa sponsorship — Not available
• Employment type — Full-time