Senior Counsel, Product

Headway

Senior Counsel supporting Headway’s Product and Engineering teams with legal expertise in healthcare technology. Providing proactive regulatory guidance during a pivotal growth phase.

Posted 8/1/2026full-timeRemote • California, New York • 🇺🇸 United StatesSenior💰 $179,200 - $280,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Expertise in healthcare regulatory compliance, particularly in health technology, with the ability to translate complex regulations into actionable guidance for cross-functional teams. Proven track record in risk management and building collaborative relationships to support business objectives.

Highest-signal resume keywords

Healthcare Regulatory ExpertiseTrusted Advisor ExperienceJD From Accredited Law SchoolActive Bar MembershipMulti-State Healthcare Regulations

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Regulatory Guidance TranslationHealthcare Law ComplianceRisk Mitigation StrategiesAI Regulatory FrameworksFDA Software as a Medical DeviceFTC Advertising GuidanceNIST AI RMFTCPA ComplianceCOPPA ComplianceCAN-SPAM Compliance

Soft Skills

Strong Communication SkillsPolitical SavvyRelationship BuildingProblem SolvingCollaboration

Certifications & Qualifications

Active Bar MembershipNY In-House Counsel Registration

Industry Keywords

Health TechnologyClinical ModalitiesHealthcare DeliveryProduct CounselingEvolving Regulatory Environments

About the role

Key responsibilities & impact

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

Requirements

What you’ll need

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 required)

Benefits

Comp & perks

robust health and wellness benefits
retirement savings
meaningful ownership opportunities through equity