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September 14, 2026

Senior Product Manager

Senior

155,000 - 155,000 USD/yr

Westchester, IL

Quick Facts

  • Role: Senior Product Manager for Buyer Services

Description

  • Lead execution for the Buyer Services business as the marketplace scales
  • Drive attach rate so every transaction includes a service attach
  • Serve as the primary product architect for execution/tactics and the link between services and engineering teams
  • Use AI tooling for internal and customer-facing functions to remove friction and manual toil

Responsibilities

  • Define MVPs and drive them to production (not just a pilot)
  • Drive and influence the product roadmap for buyer platform consolidation across Finance, Shipping, and Warranties
  • Identify workflows (internal and buyer-facing) where AI can increase speed or reduce manual effort; turn them into shipped features
  • Drive velocity: keep working processes intact; propose faster paths when they slow the platform down (including AI-assisted alternatives)
  • Build and maintain evaluation methods to track quality, reliability, and safety
  • Make calls in ambiguous situations; run lightweight postmortems and feed learnings back into the roadmap

Requirements

  • Bachelor’s degree and 6+ years of experience in product management (or equivalent experience shipping software products)
  • Demonstrated experience shipping AI/ML-powered or agentic features into production
  • Comfort working directly with engineering on technical architecture decisions (APIs, microservices, data pipelines)
  • Track record of building proof of concepts
  • Demonstrated ability to earn buy-in from established teams and earn influence without direct authority

Preferred

  • Experience with AWS Bedrock or comparable LLM agent infrastructure; familiarity with tool-calling / MCP-style architectures
  • Background in marketplace, auction, freight/logistics, or B2B transactional platforms
  • Working knowledge of SQL and enough Python/JavaScript to read and sanity-check technical proposals

What Success Looks Like in the First 3 Months

  • Clear, documented prioritized consolidation plan stakeholders have bought into
  • Deliver at least one feature (Agentic or manual/non-automated) in production with key metrics
  • Demonstrated velocity increase in shipping a set of features

Benefits

  • Medical, dental, vision, and basic life insurances
  • 401k plan enrollment with 100% match for the first 4% contributed
  • 15 days of PTO each year

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