Associate General Counsel, Healthcare and Technology

About the role

Pomelo Care is the leading virtual medical practice for women and children, providing care across pregnancy, postpartum, pediatrics, menopause, and perimenopause. We combine proactive, 24/7 clinical care with technology that helps us reach patients earlier, identify risks sooner, and deliver personalized care throughout their journey. Our team includes clinicians, technologists, operators, and problem-solvers working together to make high-quality care more accessible for families nationwide. We are looking for a seasoned healthcare attorney and strategic legal leader to join our Legal, Privacy and Compliance team as our Associate General Counsel, Healthcare and Technology. Reporting to our General Counsel, you'll focus on legal matters at the intersection of healthcare, product, privacy, and AI governance. You will serve as a strategic partner to the GC, helping shape legal strategy and providing decision support on high-priority business initiatives. You will partner with cross-functional teams to provide practical, risk-informed guidance as Pomelo develops new products, care delivery models, and technology-enabled workflows. This role is built for a senior attorney who combines deep healthcare regulatory judgment with practical product and privacy counseling, and who can flex into adjacent legal needs as Pomelo scales. If you're passionate about the intersection of technology and healthcare, this is an opportunity to have a significant and visible impact on our business.

Responsibilities

• AI Governance: Lead and mature our responsible AI governance program, partnering with cross-functional leaders to ensure that our AI initiatives balance strategic business goals with regulatory compliance.

Requirements

• JD from an accredited law school with active U.S. bar membership.
• 10+ years of legal experience - with a blend of law firm and in-house roles in health tech or digital health. In-house experience at a fast-paced healthcare or health tech company is required.
• Expert-level knowledge of healthcare regulatory law, including fraud and abuse laws (AKS, FCA, Stark Law), CPOM, telehealth regulations, and Medicaid reimbursement.
• Deep experience advising on high-stakes product development and app deployment, with a proven ability to manage rapid iteration in a technology-driven environment.
• Sophisticated understanding of U.S. privacy laws (HIPAA and state consumer laws) and regulations impacting consumer-facing healthcare models.
• Demonstrated experience leading AI/ML governance initiatives, including an understanding of the legal and ethical implications of AI in clinical settings.
• Excellent communication and analytical skills with the ability to translate complex legal concepts into actionable business guidance.
• Strong professional judgment with a proven ability to manage up effectively, providing the GC with proactive communication and decision support while maintaining clear ownership of assigned matters.
• A mentor-leader with direct management experience, including managing legal professionals, setting priorities, delegating effectively, coordinating cross-functional stakeholders, and helping attorneys navigate complex technical problems.
• You thrive in ambiguity and have a bias toward action; you right-size the risk rather than defaulting to "no".
• Bonus Points:
• You have experience advising on data governance and legal considerations related to research studies and the use of data for abstracts and publications.
• You have supported the legal function through rapid scaling, new market launches, or significant regulatory change.
• Why you should join our team
• By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.
• We strive to create an environment where employees from all backgrounds are respected. We also offer:
• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• M

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