Jobs · Business Development · Massachusetts

AI Product Specialist

WHOOP · Boston, MA · Today
On-siteBusiness Development$90k–$120k/yrFull-time

Responsibilities

  • Write, test, and iterate prompts and agent instructions that shape how WHOOP's AI agents behave.
  • Source, structure, and maintain the knowledge bases that ground our agents, keeping them accurate and current.
  • Build evaluation cases and datasets from real usage and edge cases, and run them in our internal tooling.
  • Read traces, spot failure patterns, and help diagnose where agents break: prompt, retrieval, context, or tools.
  • Help tell the difference between "passes our evals" and "actually feels good to a member."
  • Partner with PMs, AI Engineers, Analytics, and Design, turning their needs into concrete agent improvements.

Qualifications

  • Excitement about WHOOP and our mission: you use it (or can't wait to) and care about member health.
  • Curiosity about AI: you use these tools yourself and want to understand why they behave the way they do.
  • A track record of teaching yourself new tools quickly; you learn by doing.
  • Precise, clear writing; you notice when language is ambiguous and tighten it.
  • Good judgment, especially around safety and responsibility in a health context.
  • Comfort with ambiguity and a bias toward making fuzzy problems concrete.
  • No prior product or AI work experience required. Nice to have: hands-on experience with LLMs, prompts, RAG, or AI agents; light scripting (e.g., Python); or a background in behavioral science, coaching, or health.

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