Joblaze summary

In the role of Senior Counsel, Product at Headway, the individual will collaborate closely with product and engineering teams to navigate the complex landscape of healthcare regulations and support the development of innovative technology solutions. Key skills include a strong background in healthcare law, particularly in health technology, and the ability to translate intricate legal requirements into actionable guidance for non-legal stakeholders. This position is ideal for someone with 5-7 years of legal experience who thrives in a fast-paced, mission-driven environment. Headway's commitment to diversity and inclusion underscores its focus on building a team that reflects the varied exper

Joblaze insights

Listed about 2 months ago — first seen on Joblaze September 3, 2026. Last confirmed on Headway's careers page November 8, 2026.
AI appears in 3.2% of 2747 comparable senior other roles in United States; Healthcare appears in 0.1% of 2747 comparable senior other roles in United States.

Quick facts

Is the Senior Counsel, Product role remote?: It's hybrid — Headway expects some on-site time in Remote.
How much experience is required?: 5–7 years of relevant experience for this Senior Counsel, Product role.
Where is the role based?: Headway is hiring for this position in Remote.
What's the tech stack?: Joblaze extracted these technologies from the posting: AI, Healthcare, data usage, health laws, regulations.
What seniority level is this role?: Headway targets senior candidates for this position.
Is this full-time or contract?: Full-time for this Senior Counsel, Product role at Headway.

From the original posting

As Senior Counsel, Product, you will be a key strategic partner responsible for partnering with our R&D (product and engineering) 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 rather than a roadblock. You will serve as the primary product attorney and thought partner for specific Headway's Product and Engineering team groups and pods, with particular focus on AI, data usage, and health laws and regulations that impact the build of innovative technology products. This is a remote first role so we will consider candidates nationwide.

In this role, you will:

Serve as embedded regulatory thought partner to Engineering, Product and partner Operations groups and pods, providing real-time guidance on use of technology in healthcare delivery, AI, and clinical modalities in health technology.
Translate complex AI, data use, and healthcare laws and regulations, and related subregulatory guidance, into practical guidance and tools that Engineering, Product and Operations teams can easily understand and implement. These include but are not limited to: TCPA, COPPA, CAN-SPAM, NIST AI RMF and the Generative AI Profile, FDA Software as a Medical Device, FTC Advertising and Marketing and Health Claims marketing guidance.
Anticipate regulatory challenges and proactively develop solutions that enable business objectives while mitigating risk
Build strong relationships across teams to position guidance as a business enabler rather than an obstacle

You would be a great fit if you have:

5-7+ years of post bar admittance legal experience with significant healthcare regulatory expertise, particularly in health technology and product counseling
Deep understanding of multi-state healthcare regulations in evolving regulatory environments
Experience serving as a trusted advisor to Engineering, Product, and/or Operations 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 business risk appetite 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)

Standard company text repeated across Headway's postings is omitted here.

Senior Counsel, Product

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