Director, Office of the CEO
- Compensation
- $160K–$200K / yr
- Location
- New York, New York, United States
- Work setup
- Not specified
- Seniority
- C level
- Employment
- Not specified
- Experience
- 6+ years
- Category
- Not specified
- Posted
Must have
- 6-10 years of operator, strategy, or founder experience: Chief of staff, consulting, PE, VC, startup founder, or senior operator backgrounds. Comfort with both internal ops and external commercial sur
- Executive presence: You hold your own with senior operators (internal leadership, customers, or PE) when the moment calls for it.
- Operator and commercial instinct: You read deals, customers, teams, and rooms. You know when to escalate and when to handle it yourself.
- First principles thinking: You strip problems down and rebuild from the ground up.
- Pattern recognition: You can hold many threads at once and identify what matters across them.
- Detail-oriented: Sumo runs many accounts and priorities in parallel and moves fast. You can stay on top of all the details.
- AI-native: You use AI seriously and want to keep pushing what's possible.
- Comfort with ambiguity: You're handed open-ended, high-stakes problems and trusted to figure out the path forward. You're energized by that, not unsettled.
- Acceleration: You accelerate decisions and execution. You're outcome-oriented for yourself, for Sumo, and for the people and functions your work affects.
- Move fast, close loops: You finish what you start, flag problems early, and don't need to be asked twice.
- Clear communication: Your writing lands and you can hold the room. You translate complexity without losing what matters.
- In-person availability: 5 days/week in our New York office.
Full description
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 .
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
This role exists to extend the COO's capacity across his priorities: customer engagements, PE and portco partnerships, deals that drive ARR, and the internal cadence that keeps everything moving. You'll work directly with Sumo on the priorities he's driving, translating strategic direction into executable plans and driving them to completion. You'll operate alongside him, in his absence, and in front of the stakeholders and teams he can't always be with.
You'll move across customer engagement, deal execution, internal execution, and operating cadence for the COO's office. The core stays constant: extending Sumo's capacity, operating with his full trust, and getting things done.
You'll report to the COO.
What You'll Do
- COO leverage: Take ownership of strategic and operational priorities across customers, PE partnerships, revenue, and internal execution. Drive them to completion across functions.
- Operating cadence ownership: Build and run the cadence that keeps Sumo in front of the right accounts and priorities with the right context at the right time. Turn what's currently ad-hoc into repeatable structure.