AI Product Specialist

Whoop•Boston, MA

5d•Onsite

About The Position

At WHOOP, we're on a mission to unlock human performance and healthspan. WHOOP uses AI to transform continuous physiological data into clear, personalized insights and recommendations members can act on every day. Our AI experiences, including WHOOP Coach, turn raw signals into trusted guidance, and the agents behind them are only as good as the prompts, knowledge, and evaluation that shape them. WHOOP's AI coaching experiences are growing quickly, and their quality rests on a layer of work that's easy to under-resource: the prompts, evaluations, and knowledge bases that shape how our agents behave. Today that work happens on the side of people's desks, and it has outgrown what a side-of-desk job can cover. This role gives it a dedicated, hands-on owner. We're hiring early-career on purpose, optimizing for curiosity, learning agility, and excitement about WHOOP and AI over years of product experience; deep product strategy is not the bar for this role. WHOOP is hiring an AI Product Specialist to help build and continuously improve the AI agents behind WHOOP Coach and our other AI-powered experiences. This is an entry-level, hands-on product role: you'll work in our internal tools, writing and refining prompts, building and running evaluations, and curating the knowledge bases that ground our agents, partnering with Product Managers and AI Engineers to make the Coach more correct, personalized, and trustworthy. We're hiring for curiosity and excitement about WHOOP and AI, not years of experience.

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.