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Director of Wholesale Strategy & Operations

Whoop
CompanyWhoop
CategoryConsulting & Strategy
LocationBoston
RemoteOn-site (inferred)
EmploymentNot stated
LevelDirector
SalaryNot stated by the employer
First seen10 Jul 2026 (the employer did not state a posting date)
Last verified9 Aug 2026
SourceEmployer ATS (ashby)
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Description
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 mul