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Operator, Office of the CEO

New York, New York, United States

About InstaLILY

InstaLILY is an AI products and infrastructure company that puts execution at the frontier of enterprise AI. That work begins with Lily™, the world's first AI Forward Deployed Engineer, which learns how a business works, builds the software it needs, and goes live in days. It does not leave when the work ships; it stays and keeps the software working as the business changes. Lily runs wherever the work happens, in the cloud, on-premise, or at the edge, through InstaLILY's Small Data Center, built with NVIDIA technology. Founded in 2023 by Amit Shah and Sumantro Das, InstaLILY has raised nearly $100 million from Energize Capital, Insight Partners, and Home Depot Ventures. Headquartered in New York, with offices in San Francisco, London, and Toronto, InstaLILY serves leading companies across construction, industrial distribution, logistics, healthcare, and other operationally intensive industries. Learn more at https://instalily.ai/.

The Traction

Revenue grew 5x over the past year, and Lily has driven over $200M in new annual sales for a single customer. We serve some of the largest operators in our industries, including SRS Distribution (part of The Home Depot family), United Rentals, and Henry Schein, and we work closely with the Google DeepMind and NVIDIA ecosystems.

How We Work

We work in small teams with real ownership: clear problems, direct access to the customers whose work you're changing, and room to ship. Your code runs in live production systems inside billion-dollar operations, so you see your impact directly. People who do well here want that proximity to the work. We're growing fast, and the people who join now shape what this company becomes. Everything runs on three principles: Customers, Culture, and Code.

The Role

If InstaLILY is a frontier AI company, the Office of the CEO is its operating system — the platform that lets every function ship faster, decide faster, and stay aligned as the company scales. The Director architects how the OS works. As Operator, you build inside it.

You'll ship the systems, automations, and rhythms that keep the company at the frontier. You'll work across every function (Engineering, Sales, Growth, Product, Ops), turning the CEO's priorities into action.

You'll report to the Director, Office of the CEO.

What You'll Do

  • Cross-functional projects: Lead discrete projects across functions. Build the systems, ship the work. Drive them to completion without dropping threads.
  • Operating cadences: Help drive the recurring rhythms: leadership meetings and town halls.
  • Materials and decks: Build decks, board prep materials, and internal updates. Clear thinking, clean structure.
  • Build automations and tools: Build the AI tooling and automations that make the Office of the CEO faster. Help the rest of the team build their own.
  • Stay at the frontier: Test new AI tools and models as they release. Build internal agents for the workflows that drag — auto-summaries, briefing prep, draft generation. Run small experiments on how the team operates and scale what works.
  • Internal storytelling: Help the company narrate its progress, like town hall content and the "why" behind decisions. Make sure the team continually knows the arc.
  • Analysis and synthesis: Pull data, synthesize research, and turn findings into a clear POV. Topics shift with what the Office of the CEO is prioritizing.

What You'll Need

  • 0–2 years of experience: Recent grad or 1 year in consulting, strategy, banking, or a comparable analyst role. The strongest candidates pair that analytical training with evidence of shipping things — automations, scripts, side projects, or founding something. You've majored in CS, Engineering, or a related quantitative field, and you can code well enough to build the agent or automation yourself instead of asking Engineering to.
  • Ownership: You see what's needed before being asked. You finish what you start, flag problems and opportunities early, and don't need to be asked twice.
  • First principles thinking: You strip problems down and rebuild from the ground up, not from how things are usually done.
  • Analytical thinking: You break problems down, pull signal from data, and synthesize findings into recommendations that hold up to scrutiny.
  • Comfort with ambiguity: You take open-ended, high-stakes asks and shape them into structured work. Energized by that, not unsettled.
  • Executive instinct: You read situations a step ahead. You anticipate what leadership will need before they ask and build the materials to make decisions faster.
  • Strong writing: Your writing lands at an executive level. You can structure a memo, deck, or board update that gets to the point fast.
  • Stakeholder management: You read the room, manage expectations across leaders and peers, and keep work aligned across teams.
  • AI-native: You use AI seriously, build your own automations to make work faster, and want to keep pushing what's possible.
  • Product fluency: Comfortable going deep on how the product works. Credible enough to support strategic decisions and speak to what we're building.
  • Curiosity about the business: You want to understand how the company actually works.
  • Hybrid availability: 5 days/week in our New York office for first 6 months; then 4 days/week in person and 1 day remote.

What You'll Get

  • Real traction: The product works, customers are live, and we've already driven over $200M in incremental revenue for customers. This isn't a bet on an unproven thesis.
  • Stage: Early enough to shape how the company scales.
  • Hands-on from day one: You own outcomes.
  • Culture: Offices in New York, San Francisco, and London. Sharp, low-ego team moving fast.
  • Growth: The learning curve is steep.

Compensation and Benefits

  • Salary Range: $90,000–$110,000 per year, commensurate with experience
  • Equity: Stock options
  • Benefits: Medical, Dental, Vision, 401K, Well-being stipend, In-office lunch reimbursement, PTO and 10 US Federal Holidays, and more!

Quality Over Quantity

To ensure a focused, high-quality hiring experience, we kindly ask candidates to limit their applications to 3 open requisitions at any given time. Applying strategically to roles that best align with your skills and career goals gives you the highest chance of standing out. Have you interviewed with us in the past 12 months? We encourage you to reach out directly to your previous interviewer rather than submitting a new application.

InstaLILY is committed to providing an inclusive and barrier-free recruitment process. If you require an accommodation, please let us know, and we will work with you to meet your needs.

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