Associate General Counsel, Regulatory And Privacy

Summary

Join Headway, a mission-driven healthcare technology company, as Associate General Counsel, Regulatory and Privacy. You will be a key strategic leader, partnering with various teams to ensure compliance and support innovation during a pivotal growth phase. This role offers a unique opportunity to contribute to a company transforming mental healthcare access. You will provide regulatory guidance, develop compliance strategies, and manage a team of legal professionals. The position offers a competitive salary and benefits package, including equity, comprehensive health coverage, and generous parental leave. While preference is given to New York-based candidates, exceptional candidates in the Bay Area and Seattle will be considered.

Requirements

• 8+ years of legal experience with significant healthcare regulatory expertise, particularly in telehealth and privacy
• Deep understanding of multi-state healthcare regulations (HIPAA, state licensing, CPOM, telehealth) in evolving regulatory environments
• Experience serving as a trusted advisor to Product and 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 teams, providing real-time guidance on privacy (HIPAA) and clinical regulatory implications for product development
• Partner with Compliance teams on policy development, audit response, and remediation strategies while providing legal interpretation of healthcare regulations
• Develop monitoring systems to track regulatory obligations across jurisdictions while supporting audit response strategies
• Provide strategic guidance on corporate practice of medicine requirements, provider licensing frameworks, and telehealth and clinical practice regulations to enable compliant healthcare delivery across states
• Create scalable regulatory frameworks that support clinical operations nationwide in compliance with varying state requirements
• Translate complex healthcare regulations into practical guidance and tools that product and operational teams can easily understand and implement
• Anticipate regulatory challenges and proactively develop solutions that enable business objectives while ensuring compliance
• Build strong relationships across teams to position regulatory guidance as a business enabler rather than an obstacle
• Support development and implementation of the organization’s compliance plan and privacy policies
• Recruit, develop, and manage a team of regulatory and privacy legal professionals as the organization scales, ensuring appropriate legal support across all business functions while fostering a culture of compliance and innovation

Preferred Qualifications

Candidates based in New York

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