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Chess.comChess.com

Senior Product Manager, Chess AI

Senior PM leading AI/ML roadmap and product development at Chess.com. Partner with engineering to ship consumer-facing LLM and ML features like personalized coaching and human-like bots.

About the job

Responsibilities

  • Shape the AI/ML roadmap and long-term vision for Chess.com in partnership with leadership
  • Expand AI usage in products such as Game Review, Play Coach, and FairPlay
  • Lead new AI initiatives including human-like bots and personalized coaching
  • Partner deeply with engineering from technical approach through delivery
  • Write crisp specs, unblock teams, reprioritize, and ship
  • Define success metrics and quality bars for AI features with incomplete data
  • Use AI daily to prototype, evaluate models, and accelerate development

Requirements

  • 7+ years in product management, including 4+ years shipping consumer-facing AI/ML products
  • Experience with both LLMs and quantitative ML models
  • Technical fluency: collaborate with engineers, understand systems, read/produce AI-assisted code, work with model evals and metrics
  • Excellent product taste with chess context awareness
  • High-velocity communicator comfortable operating primarily in writing across time zones
  • AI-native workflow: daily use of AI tools to prototype and explore ideas

Nice-to-Haves

  • Deep familiarity with Chess.com products and chess history as an AI proving ground

Skills

Product Management, LLMs, Machine Learning, AI/ML, Model Evaluation, Technical Specifications, Prototyping, Cross-Functional Collaboration, Async Communication, Roadmapping

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