Director of Product Management, Health Plans & Employer Innovation

Headspace•New York City, NY

5d•Hybrid

About The Position

About the Director of Product Management, Health Plans & Employer Innovations at Headspace: We’re seeking a Director of Product Management to lead all innovation for Headspace’s Health Plan and Employer customer segments. This leader will own the end-to-end product strategy and execution for how our solutions serve payer and employer partners, balancing member outcomes, partner value, and business growth. This role sits at the intersection of healthcare, B2B2C product design, and platform innovation, and will work closely with Engineering, Design, Data, Clinical, Sales, Customer Success, and Partnerships. This role will directly shape how millions of members access mental healthcare through their employer or health plan. You’ll have the opportunity to influence not just product features, but how mental healthcare is delivered at scale. What you will do: Product Strategy & Vision Define and own the product vision, strategy, and multi-year roadmap for Health Plan and Employer solutions. Translate market trends (healthcare, benefits, employer wellness, payer innovation) into differentiated product opportunities. Ensure product strategy aligns with Headspace’s clinical model, evidence standards, and business objectives. Leadership & Team Development Build, lead, and mentor a team of Product Managers across multiple product areas. Establish clear product principles, decision frameworks, and operating rhythms. Partner with Product Design and Engineering leadership to drive high-quality execution and innovation. Cross-Functional Collaboration Act as the senior product partner to Sales, Partnerships, Customer Success, and Marketing for Health Plans and Employers. Collaborate with Clinical, Legal, Compliance, and Data teams to ensure products meet regulatory, clinical, and privacy requirements. Influence executive stakeholders with clear narratives, data, and trade-off recommendations. Customer & Market Impact Deeply understand the needs of health plan partners, employers, and members, using research, data, and direct customer engagement. Drive measurable outcomes across member engagement, clinical impact, partner satisfaction, and revenue growth. Lead discovery efforts to validate new offerings, pricing models, and delivery mechanisms. Execution & Outcomes Own delivery of complex, cross-platform initiatives from discovery through launch and iteration. Define success metrics and ensure teams are learning and improving continuously. Balance innovation with operational excellence and scalability.

Requirements

10+ years of product management experience, including 5+ years leading product teams.
Proven experience owning B2B or B2B2C products, ideally in healthcare, benefits, SaaS, or regulated environments.
Track record of delivering complex, multi-stakeholder products with measurable impact.
Experience working with health plans, employers, or enterprise customers strongly preferred.

Nice To Haves

Strategic thinker who can zoom out to vision and zoom in to execution.
Strong people leader with a passion for coaching and developing PMs.
Comfortable navigating ambiguity, trade-offs, and executive-level decision making.
Excellent communicator—able to align diverse stakeholders around a shared direction.
Customer-obsessed and outcomes-driven, with a bias toward learning and iteration.

Responsibilities

Define and own the product vision, strategy, and multi-year roadmap for Health Plan and Employer solutions.
Translate market trends (healthcare, benefits, employer wellness, payer innovation) into differentiated product opportunities.
Ensure product strategy aligns with Headspace’s clinical model, evidence standards, and business objectives.
Build, lead, and mentor a team of Product Managers across multiple product areas.
Establish clear product principles, decision frameworks, and operating rhythms.
Partner with Product Design and Engineering leadership to drive high-quality execution and innovation.
Act as the senior product partner to Sales, Partnerships, Customer Success, and Marketing for Health Plans and Employers.
Collaborate with Clinical, Legal, Compliance, and Data teams to ensure products meet regulatory, clinical, and privacy requirements.
Influence executive stakeholders with clear narratives, data, and trade-off recommendations.
Deeply understand the needs of health plan partners, employers, and members, using research, data, and direct customer engagement.
Drive measurable outcomes across member engagement, clinical impact, partner satisfaction, and revenue growth.
Lead discovery efforts to validate new offerings, pricing models, and delivery mechanisms.
Own delivery of complex, cross-platform initiatives from discovery through launch and iteration.
Define success metrics and ensure teams are learning and improving continuously.
Balance innovation with operational excellence and scalability.