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Senior Manager, Product Operations

Job in Chicago, Cook County, Illinois, 60602, USA
Listing for: Instawork
Full Time position
Listed on 2026-05-20
Job specializations:
  • IT/Tech
    AI Engineer (Applied/Software), Data Scientist
Salary/Wage Range or Industry Benchmark: 160000 - 200000 USD Yearly USD 160000.00 200000.00 YEAR
Job Description & How to Apply Below
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.

Who You Are:

* 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 users interact with our marketplace through conversation and delegation, not just navigation.

* A UX Builder, Not Just a Process Fixer:
You realize that in an AI world, "Operations" is the Product. 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. You distinguish between where a reasoning model is needed to handle complex user intent versus where a deterministic script suffices.

* A "Hands-On" Visionary:
You don't just write specs for Engineering; you prototype the solution yourself. You are comfortable building the first version of an agentic workflow to prove it works before we scale it globally.

What You'll Do:

* 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.

Qualifications:

* Technical & Engineering Fluency: 2+ years of engineering experience (or equivalent proficiency) with the ability to write code (Python/Type Script) 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:

* 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:

* 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

* Phone stipend

* Commuter stipend

* Supplemental pay on qualified leaves

* Employee health savings accounts (HSA) contribution

* Flexible spending plans

* 401K…
Position Requirements
10+ Years work experience
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