Director of Wholesale Strategy & Operations

WHOOP is seeking a highly analytical, operationally rigorous, and strategic Director of Wholesale Strategy & Operations to help scale and optimize our global retail and wholesale business. This highly cross‑functional leadership role will serve as a key operational partner to the Wholesale Sales & Marketing organization, driving strategic initiatives, forecasting processes, operational performance management, and cross‑functional execution across multiple retail channels and international markets.

This individual will act as connective tissue across Sales, Operations, Finance, Compliance, Legal, Analytics, and Marketing — ensuring complex initiatives are executed efficiently, risks are proactively managed, and the wholesale business is positioned for scalable growth.

The ideal candidate is a structured problem solver, exceptional communicator, and highly effective cross‑functional operator who thrives in fast‑paced, ambiguous environments. They combine strong analytical capabilities with operational leadership and are comfortable influencing stakeholders across all levels of the organization.

Responsibilities

• Lead and drive cross‑functional strategic initiatives across WHOOP’s wholesale and retail business, ensuring alignment across Sales, Operations, Finance, Legal, Compliance, Analytics, and Marketing teams
• Serve as the operational lead for key commercial programs, managing timelines, dependencies, stakeholder communication, and execution against business objectives
• Own and evolve wholesale forecasting processes, partnering closely with Sales and Operations to assess retailer‑level demand forecasts, identify risks and opportunities, and improve forecast accuracy
• Develop scalable reporting frameworks and executive‑level business reviews across retailer performance, operational KPIs, returns trends, and commercial health metrics
• Partner with Operations to monitor and improve wholesale operational performance, surfacing gaps against KPIs/OKRs and driving corrective action plans where necessary
• Oversee retailer returns reporting and analysis across regions, identifying trends, operational inefficiencies, and opportunities for process improvement
• Support complex contract negotiations and retailer onboarding initiatives by coordinating closely with Legal, Finance, Operations, and Compliance teams
• Represent the Wholesale organization in new market expansion and retail launch discussions, helping evaluate operational readiness, compliance requirements, timelines, and go‑live feasibility
• Establish scalable operational processes and governance frameworks that improve organizational efficiency and enable future growth
• Leverage AI, automation, and data tooling to improve business intelligence, operational workflows, forecasting accuracy, and decision‑making capabilities
• Influence senior leadership through clear communication, data‑driven storytelling, and strategic recommendations that support business planning and prioritization
• Build strong cross‑functional relationships and operate as a trusted partner across commercial and operational teams

Qualifications

• 10+ years of experience in strategy, operations, sales operations, commercial planning, consulting, analytics, or related business functions within high‑growth consumer, technology, or retail organizations
• Proven experience leading complex cross‑functional initiatives with measurable business impact across multiple stakeholder groups
• Strong analytical and financial acumen, with experience managing forecasting, operational planning, KPI development, and business performance analysis
• Experience supporting or leading retailer operations, wholesale planning, commercial operations, or go‑to‑market execution
• Demonstrated ability to influence senior stakeholders and drive alignment across diverse functional teams
• Exceptional organizational and program management skills, with the ability to manage multiple high‑priority initiatives simultaneously
• Strong communication and executive storytelling capabilities, including experience presenting to leadership audiences
• Advanced proficiency in Excel/Google Sheets and familiarity with BI/data tools such as Sigma, Tableau, SQL, or similar platforms
• Experience leveraging AI tools and automation to improve workflows, analysis, and operational efficiency
• Entrepreneurial mindset with a high degree of ownership, adaptability, and comfort operating in ambiguity
• Experience managing and developing team members is preferred
• Passion for health, fitness, and performance

Compensation and Benefits

U.S. base salary range for this full‑time position is $155,000 - $195,000. Salary ranges are determined by role, level, and location. Within each range, individual pay is based on factors such as job‑related skills, experience, performance, and relevant education or training. In addition to the base salary, the successful candidate will also receive benefits and a generous equity package. These ranges may be modified in the future to reflect evolving market conditions and organizational needs. While most offers will typically fall toward the starting point of the range, total compensation will depend on the candidate’s specific qualifications, expertise, and alignment with the role’s requirements.

WHOOP is an Equal Opportunity Employer and participates in E‑verify to determine employment eligibility. It is unlawful in Massachusetts to require or administer a lie detector test as a condition