AI-Native Founders Office / GTM / Executive Operations / Business Operations / Special Projects / Chief of Staff

Role Overview

The Office of the Founders is hiring a high-agency operator to work directly with founders and leadership to solve high-leverage problems across growth, revenue, finance, hiring, culture, legal, investor work, operations, and internal AI systems. This is a technical, high-agency generalist role embedded with senior leaders to make the company dramatically faster.

What You Will Do

You will build solutions fast, prototype internal AI tools, analyze advisor activation, build GTM models, improve hiring processes, automate investor reporting, draft strategy memos, and create workflows to help non-technical teams specify what they need before engineering gets involved.

Why It Might Be a Fit

The strongest candidates have rigorous technical or quantitative foundations, raw intelligence, speed, taste, grit, communication, AI fluency, and demonstrated ability to make things. This is a career-accelerating role for someone who wants unusual exposure and responsibility.

Requirements

• Experience in a high-performance environment such as consulting, investment banking, private equity, strategic finance, startup operations, product, data, engineering, or a similarly intense setting
• Strong preference for a technical or quantitative degree or equivalent demonstrated capabilities in computer science, engineering, data science, operations research, financial engineering, applied math, statistics, economics, or similar
• Demonstrated competency in making things and automating things
• Deep AI-native working style
• Ability to build lightweight tools or prototypes using some mix of Python, JavaScript, SQL, spreadsheets, APIs, no-code tools, AI coding tools, product prototyping tools, and data platforms
• Strong analytical horsepower
• Strong GTM instincts
• Excellent written communication
• Strong people judgment
• Comfort with sensitive information
• High agency and low need for structure
• High-conviction interest in Waterlily

Benefits

• Medical, dental, and vision benefits
• In-person retreats
• Meal stipends
• AI tooling budget
• Learning stipend
• Home office support
• Flexible, unlimited vacation policy
• Flexible work hours with responsiveness around high-priority company moments

Tagged as: Excel, Python, SQL