Lead Commercial Counsel, Headspace Health
$176.4-240k
+ 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
$176.4-240k
+ Equity
3 days a week in office
1001+ employees
Company mission
To transform mental healthcare to improve the health and happiness of the world.
Role
Who you are
- If you pride yourself on being the person your business partners call first—not just because they have to, but because they want to—you’ll thrive here
- Juris Doctor (JD) from an accredited law school
- Admitted to a U.S. state bar
- 8+ years of commercial contracts experience, including significant in-house counsel exposure
- Deep knowledge of relevant laws and regulations in the health tech space
- Strong command of HIPAA, ERISA, PHI/PII handling, and global privacy regimes (GDPR, CCPA), with practical experience advising on health plan agreements, BAAs etc
- Experience working cross-functionally in high growth companies
- Demonstrated commitment to fostering diverse and inclusive teams
- CLM & Legal Tech experience
- Experience identifying opportunities for process improvement and use of AI tools
- Excellent judgment, risk management and problem-solving capabilities
- Strong drafting, negotiation, and communication skills
- Comfortable navigating ambiguity and managing complex cross-functional initiatives
- Self-starter mindset with the ability to operate independently and collaboratively
Desirable
- Experience in healthcare, B2B, and/or D2C services preferred
What the job involves
- At Headspace, we believe legal should be a catalyst, not a constraint
- We’re looking for a trusted, approachable Lead Counsel, Commercial to serve as the go-to legal partner for our commercial operations
- Reporting directly to our General Counsel, this is a senior individual contributor role who will act as a key legal advisor, leading through influence, clarity, and collaboration
- You’ll own and evolve our commercial contracting strategy—partnering cross-functionally on everything from B2B and health plan agreements to vendor workflows, AI enablement, and legal tech innovation
- You connect with courage, not caution—offering clear, solution-oriented advice that earns trust and accelerates business decisions
- You understand that enabling the business starts with listening well, spotting real risk (not theoretical friction), and creating legal pathways that balance speed, scale, and sound judgment
- Serve as the lead attorney and primary POC for all commercial contracting matters at Headspace, including overseeing B2B, Health Plan, Partnership and Procurement contracting
- Support AI and emerging tech contracting strategy, drafting and negotiating commercial agreements that involve the use, development, or licensing of AI technologies—including data rights, IP, and model training restrictions
- Draft, review, and negotiate a wide variety of commercial agreements including MSAs, Health Plan, BAAs, DPAs, vendor, and strategic partnership agreements. Partner with leadership across business units to provide strategic, pragmatic legal counsel. Solve process gaps and maximize deal efficiency
- Oversee Legal Ops, including owning our CLM integrations and legal AI tooling, optimizing contract workflows, templates, and processes to reduce friction and improve efficiency
- Ensure compliance with healthcare, privacy, and other applicable laws and regulations (e.g., HIPAA, CCPA, GDPR)
- Provide creative, solution-oriented legal advice in a fast-paced, high-growth environment
- Be open to expanding your skillset- we are a small team that has the opportunity to cover a wide range of business needs
- Manage commercial-focused budget, including external legal support and software
Our take
The world is facing a growing mental health crisis. In 2022, the US saw the proportion of the population with an acute anxiety, depression or other mental health need grow from 20% to 40%.
In 2021, Headspace and Ginger finalised a $3bn merger to form Headspace Health, an accessible mental health platform. It is determined to democratize mental healthcare, and its brands are already being used by over 100 million people and more than 4,000 enterprises including Starbucks, Adobe and Paramount.
There is clearly a need for virtual mental healthcare, and the market is growing increasingly crowded, with competitors including His & Hers Health. However, Headspace Health sets itself apart with its rapidly growing portfolio of services, added in part through strategic acquisitions such as that of AI health firm Sayana in 2022. It is now focusing on international expansion, offering its services directly to companies in the UK for the first time.
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 HQ
Yerba Buena, San Francisco, CA
Leadership
Russell Glass
(CEO, not founder)Previously VP of Products at Linkedin. Was also CEO of Ginger, before it merged with Headspace to create Headspace Health. Presently, on the Board at CollegeSolved, Breakthrough Collaborative, and Rock the Vote.
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