Director of Product Management, Headspace Health
B2B Innovation
$180-287.5k
+ Equity
3 days a week in office
Mental health and wellbeing platform
Be an early applicant
Mental health and wellbeing platform
1001+ employees
Be an early applicant
$180-287.5k
+ Equity
3 days a week in office
1001+ employees
Company mission
To provide every person access to lifelong mental health support.
Role
Who you are
- 10+ years of product leadership experience building and scaling B2B products, platforms, or services, ideally within SaaS, enterprise technology, or digital services
- 2+ years of people management experience, with a demonstrated ability to coach and develop product managers while fostering inclusion, accountability, and growth
- Strong customer empathy developed through sustained engagement with B2B buyers and users, translating complex needs into clear, actionable product strategy
- Strategic and hands-on leadership experience setting product vision and roadmaps while actively testing ideas, running pilots, and solving real customer problems
- Data-informed decision making using qualitative insights and quantitative metrics to prioritize opportunities, evaluate tradeoffs, and measure impact
- Influential cross-functional leadership aligning senior stakeholders and inspiring teams across Product, Engineering, Design, Sales, and Marketing without direct authority
- Commercial and innovation acumen, including experience with modern product development practices and a strong understanding of B2B revenue models, pricing, and go-to-market dynamics
What the job involves
- We are seeking a visionary and execution-focused Director of Product, B2B Innovation to lead the discovery, development, and scaling of innovative products and experiences for our business customers
- Sitting at the intersection of product strategy, customer insight, and commercial impact, this role turns unmet customer needs into differentiated, revenue-driving solutions across employer and health plan partners
- In this role, you will shape the future of our B2B portfolio by launching new products that unlock meaningful growth, accelerating speed to market through disciplined discovery and experimentation, and delivering solutions that measurably improve customer outcomes, satisfaction, and retention
- You will strengthen Headspace’s competitive positioning by establishing us as an innovation leader in the B2B mental health space, while building a culture of customer-centric, test-and-learn innovation across Product, Engineering, Design, Sales, Marketing, and Customer Success
- Define and own the product vision, strategy, and multi-year roadmap for health plan and employer solutions, translating market trends into differentiated opportunities aligned with Headspace’s clinical model and business goals
- Build, lead, and mentor a team of Product Managers across multiple product areas, establishing clear product principles, decision-making frameworks, and operating rhythms
- Partner closely with Product Design and Engineering leadership to drive high-quality execution, experimentation, and scalable solutions
- Act as the senior product partner to Sales, Partnerships, Customer Success, and Marketing teams supporting health plans and employers, ensuring strong alignment between product strategy and go-to-market execution
- Collaborate with Clinical, Legal, Compliance, and Data partners to ensure products meet regulatory, clinical, and privacy requirements while maintaining a strong member experience
- Develop a deep understanding of health plan partners, employers, and members through research, data, and direct engagement, using insights to inform prioritization and product direction
- Drive measurable outcomes across member engagement, clinical impact, partner satisfaction, and revenue growth, including validation of new offerings, pricing models, and delivery approaches
- Own delivery of complex, cross-platform initiatives from discovery through launch and iteration, defining success metrics and ensuring continuous learning and improvement
Our take
The world is facing a growing mental health crisis. In 2022, the US saw the proportion of the population with acute anxiety, depression, or other mental health needs grow from 20% to 40%.
Headspace is a digital mental health platform best known for its guided meditation and mindfulness app, which has expanded into a broader suite of mental health services. Through therapy, coaching, meditation, and self-care tools, the company is making mental health support more accessible and preventative.
In 2021, Headspace merged with on-demand mental healthcare provider Ginger in a $3B deal to form Headspace Health, a move that brings clinical care and everyday mental wellness into a single platform. Today, its services are being used by more than 100M people and over 4,000 enterprises, including Starbucks, Adobe, and Paramount.
Demand for virtual mental healthcare continues to rise, and the market is becoming increasingly competitive, with players such as Hims & Hers Health entering the space. However, Headspace stands out by combining clinical care with everyday mental wellness tools, expanding its offerings through strategic acquisitions like AI health firm Sayana, and now bringing its services directly to businesses in the UK, positioning itself for growth bon a global scale.
Steph
Company Specialist at Welcome to the Jungle
Insights
11% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Jun 2020
$47.7m
SERIES C
Feb 2020
$53m
SERIES C
Total funding: $175.4m
Company benefits
- Comprehensive medical, dental, and vision healthcare plans
- 12 weeks paid parental leave $5K annual / $10K lifetime family planning benefit via Carrot
- Quarterly "Refresh Days" (Fridays off for self-care) + "Focus Fridays" for deep work
- Flexible paid time off to rest and recharge
- 12 paid company holidays + 20 bereavement days
- 401K with company match
- Lifetime Headspace membership + access for 10 friends & family
Company HQ
Financial District, San Francisco, CA
Leadership
Tom Pickett
(CEO)Prior to joining Headspace in 2024, Tom was a CRO at DoorDash and CEO of Crunchyroll. He also spent nearly 11 years at Google, while there he held various roles, including Senior Director & Global Head of Content Operations at YouTube and VP of YouTube Content and Operations.
Karan Singh
(COO)Karan is also the co-founder and COO of Ginger. Previously, he worked in Sales & Strategy at Humedica and as a Consultant at ZS Associates.
Lisa Mulrooney Gross
(CPO)Lisa is also the Founder and Principal of HRx Leadership Advisors. Previously, she served as the CPO at ChargePoint and as the CPO/SVP/Head of HR Fitbit at Google.
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