About the Lead Commercial Counsel at Headspace:
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. 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.
What you will do:
- 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
What you will bring:
Required Skills:
- 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
Preferred Skills:
- Experience in healthcare, B2B, and/or D2C services preferred
Location:
This is a hybrid role located in our San Francisco office, working 3 days per week from the office.
Pay & Benefits:
The anticipated new hire base salary range for this full-time position is $176,400-$240,000 + 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 ourPrivacy 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 how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice
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