Join to apply for the Lead Commercial Counsel role at Headspace 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. 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. 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. The anticipated new hire base salary range for this full-time position is $176,400-$240,000 + equity + benefits. 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. 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.

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