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Principal Product Manager

Chicago, Illinois, United States💼 Full-time💰 $185,000–$230,000🗓 2026-09-04 → 2026-09-26

Core

Define and execute the end-to-end product strategy for the Service Experience swim lane, focusing on marketplace trust, AI-powered support, and conflict resolution policies for customers and Pros.

Role type

Principal Product Manager (Individual Contributor)

Builds

AI-driven support systems, conflict arbitration policies, and service experience features for a two-sided marketplace.

Domain

Home services marketplace, AI/LLM integration, two-sided platform dynamics.

Deliverable

production ML models | product features | dashboards & analysis

Required skills

AI/LLM strategy and evaluation, two-sided marketplace dynamics, data-driven decision making, product strategy, stakeholder influence, rapid prototyping.

Preferred skills

Experience building with LLMs, understanding of eval systems, background in home services or gig economy.

Technologies

LLMs, automated judges, regression detection systems, golden datasets.

Responsibilities

Own the Service Experience product roadmap and strategy, build AI-powered support systems with rigorous eval suites, drive company-level metrics like Contribution LTV, define policies for conflict resolution, and prototype AI transformations for the customer and Pro experience.

Seniority

Principal, hands-on IC

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