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September 14, 2026
Senior Product Manager
Senior
155,000 - 155,000 USD/yr
Westchester, IL
Apply now
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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