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
WHOOP Boston, Massachusetts, USA Office
1 Kenmore Sq, Boston, MA, United States, 02215
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