Senior DTC Commercial Planning & Strategy Lead

WHOOP; Boston (MA); On-site; USD 180,000 - 240,000; Full time

Benefits offered by this job

Flexible vacation

Parental leave 18 weeks

Stock options

WHOOP membership

Medical, dental, and vision insurance

Wellness stipend

Sleep program bonus

Rooftop office views

Job summary

WHOOP is hiring a Senior Lead, DTC Commercial Planning & Strategy to drive the commercial operating rhythm and revenue forecasting for the Direct-to-Consumer business. The role serves as a key partner across Growth, Performance Marketing, Finance, Supply Chain, and Marketing Analytics to build out the DTC operating system of planning and forecasting.

The ideal candidate combines strategic thinking with operational excellence, using data and cross-functional influence to translate ambitious goals

Qualifications

• 8+ years of experience in strategy, commercial planning, business operations, consulting, finance, or related functions.
• Experience supporting high-growth consumer technology or subscription businesses.
• Strong executive communication and presentation skills.
• Experience leading planning processes, forecasting, and business reviews.
• Ability to influence cross-functional teams and manage multiple initiatives.
• Commitment to leveraging AI tools in day-to-day tasks.

Responsibilities

• Own the commercial planning and forecasting process for the DTC business.
• Partner with Growth Marketing, Marketing Analytics, Finance, and Supply Chain leaders.
• Develop and present business reviews with data-driven narratives to senior leadership.
• Lead the DTC operating cadence including business reviews, forecasting, and executive updates.
• Develop actionable insights from customer trends and market dynamics.
• Drive cross-functional initiatives from strategy through execution.
• Continuously improve planning processes and forecasting methodologies.

Skills

Strategic planning

Forecasting

Cross-functional collaboration

Executive communication

Financial modeling

Performance management

Data analysis

DTC / subscription experience

Project management

AI tools usage

Job description

• WHOOP is hiring a Senior Lead, DTC Commercial Planning & Strategy to drive the commercial operating rhythm and revenue forecasting for the Direct-to-Consumer business
• This role will serve as a key partner across Growth, Performance Marketing, Finance, Supply Chain, and Marketing Analytics to build out the commercial operating system of the DTC business (planning, forecasting, performance management, prioritization, and executive reporting)
• The ideal candidate combines strategic thinking with operational excellence, using data and cross-functional influence to translate ambitious goals into measurable business outcomes
• Own the commercial planning and forecasting process for the DTC business, developing annual, quarterly, and monthly revenue plans that align cross-functional teams around key growth initiatives and company objectives
• Partner with Growth Marketing, Marketing Analytics, Finance, and Supply Chain leaders to evaluate business performance, identify opportunities, and prioritize strategic investments that maximize revenue and member growth
• Develop and present business reviews by translating complex quantitative analyses and qualitative insights into compelling, data-driven narratives that clearly communicate DTC performance, key risks, opportunities, and strategic recommendations to senior leadership
• Lead the DTC business operating cadence, including business reviews, forecasting, executive updates, and performance reporting, ensuring leaders have clear visibility into priorities, risks, and opportunities
• Develop actionable insights through quantitative analysis, customer trends, and market dynamics to inform commercial strategy, pricing, promotional planning, and go-to-market decisions
• Drive cross-functional initiatives from strategy through execution, aligning stakeholders, resolving ambiguity, and ensuring accountability for key deliverables across multiple teams
• Continuously improve commercial planning processes, decision-making frameworks, forecasting methodologies, and operational tools to increase organizational effectiveness and scalability

Benefits

• Flexible Vacation: WHOOP has a flexible vacation policy that allows you to unwind, laptop-free, when you need it most.
• Focus on Family: We offer 18 weeks paid parental leave, plus an additional 2 weeks to gradually return to work.
• Get Invested: In addition to a competitive base salary and 401k, you’re eligible to receive stock options to share in the future of WHOOP.
• WHOOP +1: Everyone on the team gets a complimentary WHOOP membership—plus another membership to share with a loved one.
• Health Matters: Our competitive benefits package covers medical, dental, and vision, in addition to mental health services, life and disability insurance, and more.
• Find Your Fit: Full-time employees get $500 a year to spend on wellness in whatever way they see fit, from fitness classes and memberships, to recovery services.
• It Pays to Sleep: Our Sleep Performance Program incentivizes employees to get more sleep. Log an average sleep performance of 85% or higher for the month and get a $100 bonus.
• Location, Location, Location: You can’t beat the views from the rooftop of One Kenmore Square. Feel inspired daily as you work, enjoy free snacks and coffee, and collaborate in the heart of Boston.

Experience influencing cross-functional teams without direct authority, building strong partnerships through collaboration, credibility, and thoughtful leadershipStrong executive communication and presentation skills, with the ability to distill complex analyses into clear recommendations for diverse audiences8+ years of experience in strategy, commercial planning, business operations, consulting, finance, or related functions, with meaningful experience supporting high-growth consumer technology or subscription businessesProven experience leading planning processes, forecasting, business reviews, or commercial operating cadences with senior stakeholdersHighly organized with exceptional project management skills and the ability to manage multiple strategic initiatives simultaneously in a fast-paced environmentExceptional analytical and financial modeling skills with experience using data to influence executive decision-making and prioritize business investmentsDemonstrated ability to develop business strategy while driving operational execution across complex, cross-functional organizationsStrong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributions