# Senior Counsel, Regulatory

**Company:** [Headway](https://hotfix.jobs/companies/headway)
**Location:** Remote
**Role:** Legal
**Salary:** $179k – $280k/yr
**Experience:** 5+ years
**Skills:** Healthcare Regulations, Telehealth, Corporate Practice Of Medicine, Cpom, Behavioral Health, Multi-State Regulations, Policy Development, Compliance, Audit Response, Healthcare Technology
**Posted:** 2026-03-31

> Provides strategic regulatory legal guidance to Clinical and Operations teams on healthcare laws, telehealth, and product development. Requires 5+ years healthcare regulatory experience, JD, and ability to translate complex regulations into actionable business advice.

## Job Description

## Responsibilities
- Serve as embedded regulatory thought partner to Clinical and Operations teams, providing real-time guidance on clinical practice, telehealth modalities, PC operations, and clinical regulatory implications for product development.
- Partner with Clinical and Compliance team 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 Clinical 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, corporate practice of medicine, behavioral health clinical practice, and CPOM.
- Deep understanding of multi-state healthcare regulations (e.g. telehealth) in evolving regulatory environments.
- Experience serving as a trusted advisor to Clinical, 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).

## Compensation and Benefits
- Expected base pay range: $179,200 - $280,000, based on qualifications, experience, and location.
- Equity compensation.
- Medical, Dental, and Vision coverage; HSA/FSA; 401K; Work-from-Home Stipend; Therapy Reimbursement; 16-week parental leave; Carrot Fertility; 13 paid holidays + Holiday Break; Flexible PTO; EAP; Training and professional development.

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