AI Product Specialist

Whoop•Boston, MA

9d•$90,000 - $120,000•Onsite

About The Position

WHOOP is seeking an AI Product Specialist to join their team and contribute to the development and continuous improvement of AI agents for WHOOP Coach and other AI-powered experiences. This is an entry-level, hands-on product role focused on refining prompts, building evaluations, and curating knowledge bases. The role emphasizes curiosity, learning agility, and excitement about WHOOP and AI, rather than extensive prior experience. The specialist will work with internal tools, collaborate with Product Managers and AI Engineers, and aim to make the AI Coach more accurate, personalized, and trustworthy.

Requirements

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 Haves

Hands-on experience with LLMs, prompts, RAG, or AI agents
Light scripting (e.g., Python)
A background in behavioral science, coaching, or health

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.