Jobs · Management · Illinois

Senior Manager, Product Operations

Instawork · Chicago, IL · 2 wk ago
On-siteManagement$160k–$200k/yrFull-time

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.

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.
  • 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.
  • Act as the technical bridge, translating high-level business objectives into functional AI prototypes and automated pipelines that you build, test, and validate yourself.

Qualifications

  • 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."

Skills

  • 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.

Benefits

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.
  • Phone stipend.
  • Commuter stipend.
  • Supplemental pay on qualified leaves.
  • Employee health savings accounts (HSA) contribution.
  • Flexible spending plans.
  • 401K plan.
  • Perkspot - discount program through Lumity.

Pay

The base salary for this position is $160,000 - $200,000. This position is eligible for equity in the form of stock options.

Schedule

We are currently working in-person five days a week. However, we are open to remote work for the right candidate.

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