Director of Wholesale Strategy & Operations

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Boston, MAFull Time

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

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

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