Headway
Headway25d ago
↻ Repost
$179,200 – $280,000/yr

Senior Counsel, Regulatory

RemoteRemotesenior
Legal & ComplianceOtherLegal CounselRegulatory
1 views0 saves0 applied

Quick Summary

Requirements Summary

The expected base pay range for this position is $179,200

Technical Tools
Legal & ComplianceOtherLegal CounselRegulatory

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 70,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, GV, etc.), looking for exceptional people to help us achieve this 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.

As Senior Counsel, Regulatory, you will be a key strategic partner responsible for partnering 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 rather than a roadblock. You will serve as the primary regulatory attorney and thought partner for Headway's Clinical and Operations teams, with particular focus on health laws and regulations that impact patient care and related build of innovative technology products. While we prefer candidates based in New York, we will consider exceptional candidates nationwide. 

  • 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
  • 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)

What We Offer

~2 min read
Benefits offered include: 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

Listing Details

Posted
March 31, 2026
First seen
March 31, 2026
Last seen
April 25, 2026

Posting Health

Days active
25
Repost count
1
Trust Level
49%
Scored at
April 26, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
Headway
Headway
greenhouse

We're building a new mental healthcare system. Tens of millions of Americans seek mental health care every day, but the vast majority never get the care they need. Headway is solving this, and we’re doing it all through software.

Employees
750
Founded
2017
View company profile
Newsletter

Stay ahead of the market

Get the latest job openings, salary trends, and hiring insights delivered to your inbox every week.

A
B
C
D
Join 12,000+ marketers

No spam. Unsubscribe at any time.

HeadwaySenior Counsel, Regulatory$179k–$280k