About The Role: 

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.

What You'll Do: 

• Senior Legal Partner: Serve as a senior legal partner on matters connected to your primary focus areas, providing sound, business-aligned guidance that enables the business to move quickly while managing risk appropriately. Partner closely with the GC on high-priority matters and flex into other legal needs as the business evolves.
• Product, Regulatory & Privacy Counseling: Provide legal guidance on matters at the intersection of product development, healthcare regulation, privacy, and care delivery. Serve as a trusted legal resource for product, engineering, clinical, and operations teams, providing practical, risk-informed guidance as new features, clinical tools, care delivery models, and consumer-facing products move toward launch. Bring deep regulatory expertise to bear on new market entry, evolving business models, and cross-functional initiatives, in partnership with compliance and legal colleagues.
• 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.

Who You Are:

• 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
• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

Compensation

Our salary ranges are based on paying competitively for our company’s size and industry, and are one part of the total compensation package that also includes equity, benefits, and other opportunities at Pomelo Care. In accordance with New York City, Colorado, California, and other applicable laws, Pomelo Care is required to provide a reasonable estimate of the compensation range for this role. Individual pay decisions are ultimately based on a number of factors, including qualifications for the role, experience level, skillset, geography, and balancing internal equity. Given that this role is open to candidates of different skill levels, determining a salary range is challenging. A reasonable estimate of the current salary range is $255,000 to $275,000. We expect most candidates to fall in the middle of the range. We also believe that your personal needs and preferences should be taken into consideration, so we allow some choice between equity and cash.