Senior Manager, Product Operations
Chicago
Tuesday, 19 May 2026
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 ID - Es (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 401 K plan Perkspot - discount program through Lumity A variety of factors are considered when determining someone’s compensation including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed above.#LI-Onsite #JG-1