Counsel, Regulatory and Privacy

Position Overview

Headway's mission is to build a new mental health care system that everyone can access. We have developed technology that helps people find great therapists through a software-enabled national network of providers accepting insurance. Approximately 1 in 4 people in the US have a treatable mental health condition, but the majority of providers do not accept insurance, making therapy unaffordable for most. Headway is creating a new mental healthcare system accessible to all by simplifying the process for therapists to accept insurance and grow their practices.

Founded in 2019, Headway has grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states who use our software to run their practices and have served over 1 million patients. We are a Series D company with over $325 million in funding from prominent investors including a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures, and Health Care Service Corporation.

We are seeking a Counsel, Regulatory and Privacy to be a key strategic partner, collaborating with Product, Engineering, Operations, and Privacy teams to support innovation during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner. You will serve as the primary regulatory attorney and thought partner for Headway's Product, Engineering, and Operations teams, with a specific focus on health laws and regulations impacting the development of innovative technology products. While we prefer candidates based in New York, we will consider exceptional candidates nationwide.

Responsibilities

• Serve as an 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, offering 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.

Requirements

• 5+ years of post-bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology, 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 an accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required).

Compensation and Benefits

• Expected Base Pay Range: $172,720 - $254,000 (based on qualifications, experience, and geographic location).
• This role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.
• We are committed to offering a comprehensive and competitive total rewards package.

Company Mission

"We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better."