Instawork

Instawork

Senior Manager, Product Operations

Chicago, Illinois, United States · Senior

Sponsorship not specified$160k-$200kDetected 37 days ago
TypeScriptPythonProduct StrategyNegotiationRobotics

About the role

  • Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI.
  • 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.

Responsibilities

  • Build the Agent-First Interface: Design and deploy agentic workflows that proactively manage the "work" for our users - turning passive browsing into a hands-free, autonomous experience where the app works for them.
  • Solve Marketplace Complexity: Prototype and implement intelligent systems that handle complex reasoning tasks (like liquidity balancing, preference matching, or real-time negotiation) to make the market feel alive and responsive.
  • From Strategy to Code: Act as the technical bridge, translating high-level business objectives into functional AI prototypes and automated pipelines that you build, test, and validate yourself.
  • Drive Data-Led Evolution: Use programmatic analysis to identify exactly where the current user journey is broken and deploy intelligent, self-healing layers to fix it in real-time.
  • Design and deploy agentic workflows that proactively manage the "work" for our users - turning passive browsing into a hands-free, autonomous experience where the app works for them.
  • Prototype and implement intelligent systems that handle complex reasoning tasks (like liquidity balancing, preference matching, or real-time negotiation) to make the market feel alive and responsive.
  • Act as the technical bridge, translating high-level business objectives into functional AI prototypes and automated pipelines that you build, test, and validate yourself.
  • Demonstrated history of building agents or automated workflows that take action, not just generate text.
  • 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."

Requirements

  • 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.
  • You are obsessed with reducing user friction, believing that if a human has to manually search or sift through data, the agent has failed.
  • An AI Pragmatist: You know how to deploy the right model for the job.
  • 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."
  • Nice To Have:
  • The base salary for this position is $160,000 - $200,000
  • This position is eligible for equity in the form of stock options
  • This position is eligible for Instawork benefits, including:
  • A variety of medical, dental, and vision plans with coverage beginning on the date of hire
  • Flexible paid time off
  • At least 8 paid company holidays annually

Nice to have

  • B.S. or M.S. in Computer Science or Engineering.
  • A personal portfolio of AI projects that solve real-life problems.
  • Experience fine-tuning models for specific business or customer-facing use cases.
  • For IL based applicants:
  • Supplemental pay on qualified leaves
  • Perkspot - discount program through Lumity
  • Final offer amounts may vary from the amounts listed above.
  • Empathy, Trust & Candor

Compensation

  • The base salary for this position is $160,000 - $200,000
  • At least 8 paid company holidays annually

Benefits

  • Commuter stipend
  • Employee health savings accounts (HSA) contribution
  • Flexible spending plans
  • Always Be Learning

Company info

  • Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe.
  • 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.
  • 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.

This listing is sourced directly from Instawork's careers page and normalized into a canonical job model.