Director of Wholesale Strategy & Operations

United States·BostonFull Timeexecutive

OtherStrategy & Operations

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Overview

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.

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OtherStrategy & 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.

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

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

Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply.

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 of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

The WHOOP compensation philosophy is designed to attract, motivate, and retain exceptional talent by offering competitive base salaries, meaningful equity, and consistent pay practices that reflect our mission and core values.

At WHOOP, we view total compensation as the combination of base salary, equity, and benefits, with equity serving as a key differentiator that aligns our employees with the long-term success of the company and allows every member of our corporate team to own part of WHOOP and share in the company’s long-term growth and success.

The 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.