Director, Office of the CEO

New York · San Francisco · Full-time

About InstaLILY

InstaLILY builds AI teammates for the physical-goods economy: industrial distribution, healthcare, supply chain, manufacturing, and automotive. Our model is simple: one company brain, many teammates. We build company-specific AI-powered brains called InstaBrains. Built on small, specialized language models (SLMs), they codify the customer's knowledge and decisions, like their parts, jobs, and pricing. On top of it, InstaWorkers act as AI teammates inside the tools customers already use, completing the sales, service, and operations work that drives the business.

Backed by Insight Partners ($25M Series A) and supported by the Google, NVIDIA, and Microsoft ecosystems, we are one of the fastest-growing AI startups in the country. Our team has already driven over $200M in incremental revenue for customers to date. InstaLILY's architecture has been featured in Google DeepMind's case study showcase.

We're driven by three core principles: Customers, Culture, and Code. We call them The Three C's.

The Role

This role exists to extend the CEO's capacity across three priority constituencies: the board, customers, and employees. You'll work directly with Amit on strategic and operational priorities, identifying what needs to happen, building the plan, and driving it to completion across functions. Sometimes the goal comes from Amit. Sometimes you surface it. Either way, you own it from there.

The role bends with what you bring. Your strengths shape where you add the most leverage, whether that's operations, product strategy that influences the roadmap, or go-to-market. The core stays constant: extending Amit's capacity, thinking boldly, and getting things done.

You'll report to the CEO.

What You'll Do

• CEO leverage: Take ownership of strategic and operational priorities across the board, customers, and employees. Drive them to completion across functions.
• Strategic thought partnership: Be a credible thought partner to Amit on the priorities that shape the company. The questions span product direction, board prep, customer strategy, and hiring. You bring substance to all of them, not just process.
• Cross-functional execution: Turn ambiguous asks into structured plans. Operate across Engineering, Sales, Growth, Product, and Ops. Bring patterns across functions into focus for leadership.
• Operating systems for scale: Build and maintain the cadences and reporting the company runs on as it grows.

What You'll Need

• 7–10 years of operator or strategy experience: Strategy, consulting, chief of staff, or operator roles. MBA or equivalent strongly preferred.
• Bold thinking: Amit thinks boldly and expects the same. You bring sharp and ambitious ideas and push past the safe answer.
• First principles thinking: You strip problems down and rebuild from the ground up.
• Product fluency: Comfortable going deep on the product. You can be a credible thought partner on customer-driven priorities, where the product is heading, and the strategic bets the company is making.
• 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 Amit, 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-office availability: 5 days/week in our New York or San Francisco office for your first 6 months, then 4 days/week in person with 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.
• Direct CEO partnership: You'll work alongside Amit on the strategic and operational priorities he's driving.
• 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: $150,000 – $175,000 per year, commensurate with experience
• Equity: Generous stock options awards and refreshers for top performers
• Benefits: Medical, Dental, Vision, 401K, Well-being stipend, In-office lunch reimbursement, PTO and 10 US Federal Holidays, and more!