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WHOOPWHOOPBoston, MA

Director of Wholesale Strategy & Operations

Lead cross-functional strategy and operations for WHOOP’s global wholesale and retail business, owning forecasting, performance management, reporting, and scalable process design. Requires 10+ years in strategy/ops within high-growth consumer, tech, or retail.

Salary not listed
Hybrid10+ YOEBusiness Operations

About the role

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

Skills

ExcelGoogle SheetsSigmaTableauSQLAI ToolsForecastingKpi DevelopmentBusiness Performance AnalysisCross-Functional Program Management

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