Principal Product Manager, Headspace Health

• 8+ years of experience in Product Management, with at least 2+ years focused specifically on subscription models, monetization, pricing, or billing platforms
• Proven track record of defining and launching successful products that directly contributed to revenue growth and/or improved customer Lifetime Value (LTV)
• Exceptional strategic thinking and analytical skills, capable of translating complex business problems and financial goals into clear product roadmaps and specifications
• Deep understanding of subscription economics and hands-on experience with A/B testing and experimentation for monetization features
• Strong communication and interpersonal skills, with the ability to influence and align stakeholders at all levels

Desirable

• We are seeking a highly strategic and experienced Principal Product Manager, Subscriptions & Monetization to drive Headspace’s global subscription, pricing, and revenue strategy across all platforms (web, mobile, and partner channels)
• This Principal PM will be responsible for defining, building, and optimizing the product experience around how members discover, purchase, and manage their Headspace subscription
• You will be the product leader who unlocks significant revenue growth and LTV (Lifetime Value) by defining new monetization strategies, improving our payment customer experience, and strategically packaging our offerings
• This role requires a unique blend of product management excellence, deep analytical skills, and a strong commercial acumen to drive the financial health and growth of the business
• At Headspace, product leaders are expected to model experimentation with purpose, share feedback with care, and a deep commitment to the member journey
• As a Principal Product Manager, Subscriptions & Monetization, you will be responsible for a variety of tasks crucial to the success of the Headspace Product team
• Monetization Strategy & Vision: Define the multi-year product vision, strategy, and roadmap for Headspace’s core monetization streams, including subscription packaging, paywalls, and feature differentiation to maximize revenue and user retention
• Pricing & Experimentation: Lead the strategy, design, and execution of pricing and promotional experiments (A/B testing) to optimize conversion rates and average revenue per user (ARPU) across different customer segments and markets
• Payment Customer Experience (CX): Own and optimize the end-to-end payment and billing experience (including checkout flows, recurring billing, dunning, and alternative payment methods) to reduce involuntary churn and minimize transactional friction
• Subscription Offerings & Packaging: Define and launch new subscription tiers, packaged offerings, and bundles that align with customer value and Headspace's overall go-to-market strategy
• Technical Product Ownership: Work closely with Engineering to define and prioritize requirements for the core subscription platform, billing systems, and APIs that ensure security, scalability, and financial accuracy
• General Manager Mindset: Establish and rigorously track key business and product/business metrics (e.g., Conversion Rate, ARPU, Churn Rate, LTV) and use data modeling to forecast financial impact and inform strategic product decisions
• Cross-Functional Collaboration: Serve as the primary product partner for Core Experience Product, Finance, Legal, Data Science, and Marketing teams to ensure alignment on monetization goals, revenue targets, and go-to-market plans