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Chess.com

Senior Product Manager, Chess AI

Chess.com

Senior Product Manager at Chess.com shaping AI/ML initiatives for chess products. Expanding the role of AI in various applications and driving product success with engineering teams.

Posted 5/16/2026full-timeRemote • 🌎 Anywhere in the WorldSeniorWebsite

About the role

Key responsibilities & impact
  • Shape the AI/ML roadmap and vision
  • Expand the role of AI in products like Game Review, Play Coach, and FairPlay
  • Bring ideas and sharpen them with the team
  • Operate in public: brainstorm openly, pose sharp questions, make decisive small calls with reasoning attached
  • Partner deeply with engineering, write specs that are crisp on intent and honest about tradeoffs
  • Define success and hold the quality bar, even when there's no precedent
  • Use AI to prototype, de-risk, and accelerate

Requirements

What you’ll need
  • 7+ years in product management, 4+ shipping consumer AI/ML
  • You've shipped consumer-facing products powered by both LLMs and quantitative ML models.
  • Excellent product taste, especially in the chess context.
  • Technically fluent: collaborate deeply with engineers, understand systems, and read or produce AI-assisted code.
  • AI-native: use AI daily to prototype, explore ideas, and accelerate execution.
  • High-velocity communicator: communicate clearly and concisely at speed across many projects.

Benefits

Comp & perks
  • 100% remote (work from anywhere!)
  • US time zone overlap required

ATS Keywords

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Hard Skills & Tools
AIMLLLMsquantitative ML modelsAI-assisted codeproduct managementprototypingshipping consumer productswriting specsdefining success
Soft Skills
collaborationcommunicationdecision makingbrainstormingproduct tastecritical thinkingquality assuranceopen-mindednessreasoninghigh-velocity communication