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Senior Manager, Product Operations

Instawork · Chicago, Illinois, United States · On-site

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About Instawork

Temporary and permanent staffing: hospitality, warehouse, retail, hotel, event, and food service operations. 7M workers across 400+ cities in U.S. and Canada. Backed by Greylock, Y Combinator and GV.

About the role

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works.

What they're looking for

  • An AI Pragmatist: You know how to deploy the right model for the job. You distinguish between where a reasoning model is needed to handle complex user intent versus where a deterministic script suffices
  • Technical & Engineering Fluency: 2+ years of engineering experience (or equivalent proficiency) with the ability to write code (Python/TypeScript) and use AI-native IDEs (Cursor, Replit) to build your own tools
  • Applied AI Experience: Demonstrated history of building agents or automated workflows that take action, not just generate text. You know the difference between a prompt and a pipeline, and you know how to build both
  • Operational Strategy: 5+ years in Product Ops, TPM, or similar, where you defined the "what" and "why" of a product strategy and then personally helped build the "how."
More about this role

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works.

We are seeking a Senior Manager of Product Operations to help us transition from an app-based marketplace to an agent-first world. We believe the future of work isn't about browsing feeds or tapping buttons - it’s about having intelligent agents that work on your behalf. We need a technical operator who can bridge the gap between high-level business goals and this new user interface. You won't just optimize processes; you will prototype the logic, agents, and automation layers that fundamentally change how our Pros and Partners experience the platform.

  • An Architect of the "Agent-First" World: You understand that the next iteration of the internet is not point-and-click, but intent-and-action. You see a future where...

Read the full posting on Instawork's site ↗

Product Operations

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