Head of Applied AI at Whoop

Boston, Massachusetts, United States

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Not SpecifiedCompensation

Expert & Leadership (9+ years), Senior (5 to 8 years)Experience Level

Full TimeJob Type

UnknownVisa

Health Tech, Wearables, Fitness TechnologyIndustries

Requirements

10+ years of experience in AI, machine learning, or data science, including 5+ years in a leadership role
Proven success building, leading, and scaling cross-functional AI teams in production environments
Deep technical expertise in generative AI, large language models, NLP, computer vision, and agentic systems
Strong experience with the full applied AI lifecycle—including prompt engineering, model experimentation, deployment (MLOps), and continuous learning
Demonstrated ability to align AI initiatives with business strategy and create measurable value
Excellent communication skills with the ability to influence across technical, executive, and cross-functional audiences
Experience collaborating with Product, Engineering, and Research leaders to deliver integrated solutions
Background in health tech, performance science, or high-complexity domains is a plus
Strong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributions

Responsibilities

Define and execute WHOOP’s applied AI strategy, integrating internal and external models across features, services, and operations
Lead end-to-end development of AI/ML solutions—from early research and prototyping to deployment and ongoing optimization
Own the roadmap for generative AI and agentic systems, ensuring they deliver personalized coaching, insights, and experiences at scale
Partner with Product, Engineering, Research, and Operations to ensure AI initiatives align with strategic priorities and deliver measurable impact
Build and develop a high-performing team of AI engineers, researchers, and data scientists; foster a culture of technical rigor and ownership
Guide architectural decisions, model development, and MLOps practices; stay hands-on when needed to drive technical excellence
Ensure model quality, performance, privacy, and compliance with ethical AI principles
Represent WHOOP in academic, industry, and partnership forums to elevate our innovation and attract top-tier AI talent

Skills

Key technologies and capabilities for this role

AIMachine LearningGenerative AIMLOpsData ScienceLeadershipTeam BuildingModel DevelopmentPrototypingDeploymentEthical AI

Questions & Answers

Common questions about this position

What experience level is required for the Head of Applied AI role?

The role requires 10+ years of experience in AI, machine learning, or data science, including 5+ years in a leadership role.

What technical expertise is needed for this position?

Candidates need deep technical expertise in generative AI, large language models, NLP, computer vision, and agentic systems, along with strong experience in the full applied AI lifecycle including prompt engineering, model experimentation, deployment (MLOps), and continuous learning.

Is remote work an option for this role?

This information is not specified in the job description.

What is the salary or compensation for the Head of Applied AI position?

This information is not specified in the job description.

What makes a strong candidate for this Head of Applied AI role?

A strong candidate has proven success building and scaling cross-functional AI teams, aligns AI initiatives with business strategy, excels in communication to influence across audiences, and has a background in health tech or performance science as a plus.

Whoop

Wearable fitness tracker with personalized insights

About Whoop

WHOOP offers a fitness membership that focuses on improving personal health and performance through a wearable device called the WHOOP Strap 3.0. This device continuously collects physiological data, including heart rate, sleep patterns, and recovery levels, to provide users with personalized recommendations on their daily activity, sleep needs, and readiness for performance. Unlike many competitors, WHOOP operates on a subscription model, where users pay a fee to access the membership, which includes the device and continuous insights through the WHOOP app. This model not only provides a steady revenue stream but also fosters a strong community among users, encouraging engagement through teams, challenges, and social features. The goal of WHOOP is to help users optimize their health and performance while minimizing injury risk.

Boston, MassachusettsHeadquarters

2012Year Founded

$393.7MTotal Funding

SERIES_FCompany Stage

Data & Analytics, HealthcareIndustries

501-1,000Employees

Benefits

Take Time Off: Time outside of the office is important for sleep, strain and recovery! Our PTO plan encourages members to take time off in order to come back refreshed.

Live a Healthy Lifestyle: Our competitive benefits package includes premium medical, dental, and vision coverage for employees and their dependents. Life and disability insurance are also available.

Feel Invested: In addition to a competitive base salary and 401k, you're eligible to receive stock options to share in the future of WHOOP. Work means more when you have personal stake. You have ownership in what we are building.

Eat Well: Keep hunger at bay with endless snacks in our fully stocked kitchen. Enjoy catered team lunches on Friday, and even a cold brew keg.

Know The Product: We want you to understand and experience the product firsthand. We offer you a WHOOP strap and membership at no cost.

Be Active: Take advantage of our office gym and on-site showers! WHOOP also offers a $500 yearly wellness perk for fitness classes and memberships.

Be Present: It’s important to be present when bringing home a new family member. Take care of your loved ones with 12 weeks paid parental leave, plus an additional 2 weeks to gradually return to work.

Love Where You Work: Sitting in the heart of Fenway, our beautiful office overlooks Fenway Park. A prime location for great food, not to mention catching a Sox game, too!

Work Hard, Play Harder: If we don't already have a club here that fits your lifestyle and interests, you're encouraged to start one. Share your passions with others at work, or discover new ones!

Risks

Increased competition from brands like Oura and Fitbit threatens market share.

Privacy concerns over data collection could lead to regulatory challenges.

Economic downturns may affect consumer willingness to pay subscription fees.

Differentiation

WHOOP offers 24/7 physiological data tracking with its WHOOP Strap 3.0.

The company provides personalized health insights for athletes and fitness enthusiasts.

WHOOP's subscription model includes a community aspect for user engagement.

Upsides

WHOOP's partnership with Cristiano Ronaldo boosts brand visibility and credibility.

Expansion into 56 markets enhances WHOOP's global presence and growth potential.

Collaborations with brands like Assos strengthen WHOOP's position in sports technology.

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