Principal Product Manager, Subscriptions & Monetization

Principal Product Manager, Subscriptions & Monetization About the Principal Product Manager, Subscriptions & Monetization at Headspace: 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. What you will do: 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. Your day‑to‑day responsibilities will include: 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. What you will bring: To excel in this role, you should possess a strong foundation in both technical and commercial skills related to subscription models. Required Skills: 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. Preferred Skills: Experience with global payment systems, billing systems (e.g., Zuora, Recurly, Stripe), and related financial compliance. Experience in the digital health, wellness, or consumer subscription SaaS sectors. Familiarity with multiple monetization models (e.g., freemium, tiered subscriptions, usage‑based pricing). Location: We are currently hiring this role in San Francisco (hybrid), New York City (remote) and Seattle (remote). Candidates must permanently reside in the US full‑time and be based in these cities. For candidates with a primary residence in the greater SF area, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in‑office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model. The anticipated new hire base salary range for this full‑time position is $162,000 – $258,700  + equity + benefits. Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job‑related skills, and education or training. Your recruiter will provide more details on the specific salary range for your location during the hiring process. At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process. About Headspace Headspace exists to provide every person access to lifelong mental health support. We combine evidence‑based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it. At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human‑centered team—one that’s redefining how mental health care supports people today and for generations to come. Why You’ll Love Working Here: A mission that matters—with impact you can see and feel A culture that’s collaborative, inclusive, and grounded in our values The chance to shape what mental health care looks like next Competitive pay and benefits that support your whole self How we feel about Diversity, Equity, Inclusion and Belonging: Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together. As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace. Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace. Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process. Headspace participates in the E-Verify Program. Privacy Statement All member records are protected according to our Privacy Policy . Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client‑therapist relationship—including, for example, a managerial relationship. As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment. Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm. For how we will use the personal information you provide as part of the application process, please see: Seniority level: Mid‑Senior level Employment type: Full‑time Job function: Product Management and Marketing Industry: Mental Health Care #J-18808-Ljbffr Headspace