Director of Wholesale Strategy & Operations

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.

• 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