Counsel, Regulatory and Privacy

Summary

Join Headway as Counsel, Regulatory and Privacy, and become a key strategic partner responsible for supporting innovation across various teams during a pivotal growth phase. This role offers a unique opportunity to contribute to a mission-driven healthcare technology company. You will serve as the primary regulatory attorney, providing guidance on health laws and regulations impacting innovative technology products. The ideal candidate will have 5+ years of post-bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product design and privacy. While the preferred location is New York, exceptional candidates nationwide will be considered. Headway offers a competitive compensation and benefits package.

Requirements

• 5+ years of post-bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product design and privacy
• Deep understanding of multi-state healthcare regulations (HIPAA, telehealth) in evolving regulatory environments
• Experience serving as a trusted advisor to Product, Operations and/or Compliance teams in a healthcare technology environment
• Proven ability to translate complex healthcare regulatory requirements into clear, actionable guidance for non-legal stakeholders
• Track record of balancing compliance obligations with business objectives in fast-paced organizations
• Strong communication skills and political savvy to navigate competing priorities and build effective partnerships
• JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)

Responsibilities

• Serve as embedded regulatory thought partner to Product and Operations teams, providing real-time guidance on privacy (HIPAA, state law), artificial intelligence, and clinical regulatory implications for product development
• Partner with Compliance and Privacy teams on policy development, audit response, and remediation strategies while providing legal interpretation of healthcare regulations
• Translate complex healthcare regulations into practical guidance and tools that Product and Operations teams can easily understand and implement
• Anticipate regulatory challenges and proactively develop solutions that enable business objectives while facilitating compliance
• Build strong relationships across teams to position regulatory guidance as a business enabler rather than an obstacle

Benefits

• Equity Compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development