Senior Counsel, Commercial
HeadwayRemote$179k – $280kPosted 24 March 2026
Tech Stack
Job Description
Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
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, Commercial, you will be the Legal partner to Headway’s best-in-class Payer contracting team, negotiating innovative and high-impact partnerships with the nation’s leading health plans. You will also be responsible for building out systems and processes that will allow the Legal and Payer teams to partner most effectively. This is a unique opportunity to join a mission-driven healthcare technology company, work alongside passionate and talented colleagues, and grow in an environment where Legal is viewed as a strategic partner.
You will:
Own our payer contracting strategy, aligning business interests with legal terms and regulations
Build for scale and implement systems to land high-value payer contracts efficiently
Review and negotiate the terms of Headway’s health plan agreements
Partner with outside counsel on cutting-edge approaches to unlock value and mitigate risk
You’d be a great fit if:
You have 5+ years of post-bar admittance legal experience with a deep understanding of healthcare contracting between payers and providers
You have meaningful in-house experience in a fast-paced, high-growth start-up environment
You have a deep ability to build relationships and consensus with colleagues amid competing views and priorities
You have a builder’s mindset, and are energized by enhancing operational
structure
You have a J.D. from an accredited law school and active bar membership in good standing required (including ability to register as NY in-house counsel)
Compensation and Benefits:
The expected base pay range for this position is $179,200 - $280,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
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
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We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, reli ... (truncated, view full listing at source)
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