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

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.
Strategic thought partnership: Be a credible thought partner to Sumo on commercial priorities, customer strategy, and internal decisions. Bring patterns across accounts and teams into focus for leadership.
Execution behind the scenes: Prep for deals, escalations, customer conversations, and internal decisions as if you were leading them. Own the follow-through end-to-end.

What You'll Need

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 surfaces. Bonus if you've worked with or inside PE firms or portfolio companies.
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.