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 45,000 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.

About The Role

As Privacy and Regulatory Counsel, you will be integral in securing Headway’s growth with compliance and quality by providing timely, practical legal advice to Headway employees at all levels. To do this, you will advise the business on day-to-day issues involving privacy and security, security risk management, fraud prevention and anti-money laundering, open source software compliance, cross-functional collaboration with the Chief Information Security Officer and engineering teams, regulatory and compliance audits, policy development and training, litigation and dispute resolution in areas related to job scope, and reporting and governance. You will also play an instrumental role in building legally compliant policies, procedures, and practices across the company in support of its mission to build a new mental healthcare system. This is an exciting opportunity, as you’ll be rewarded and recognized for your performance in an environment that will challenge you and give you clear direction on what it takes to succeed in your role as well as provide development for other roles you may be interested in. This person will report directly to Headway’s General Counsel and will work closely with others on the legal and compliance teams.

You will love this role if:

• You possess a Juris Doctorate degree and a license to practice law in New York and/or the US jurisdiction in which you reside.
• You have 5+ years of professional legal experience either in a law firm or corporate environment, preferably a high-growth healthcare, technology, or similar regulated company (finance, banking, etc.).
• You thrive on giving practical, timely advice to great people doing great work and are committed to working cross-functionally.
• You are deeply knowledgeable on some or all of the following areas of law: privacy and security, anti-fraud and anti-money laundering, open-source software compliance.
• You excel at giving actionable advice and understand how to support implementation efforts.
• You function well in a high-paced environment and are able to quickly adapt to changing priorities and situations.
• You engage, inspire, build credibility, and trust across all levels of the company.
• You have exceptional communication, organizational, project management, and prioritization skills.

You Will:

• Provide general legal business guidance and provide legal support to Headway’s business units
• Perform research and analysis on a variety of legal and related regulatory topics
• Develop and help monitor and implement policies and procedures

Compensation and Benefits:

• Salary information is based on a single salary target per role and is differentiated based on geographic location (Group A, B, or C)
• Group A: $220,000
• Group B: $198,000 
• Group C: $176,000
• Examples of cities located in each Compensation Grouping:
• Group A = NYC, SF/Bay Area, LA Area, Seattle, Boston, Austin, and San Diego
• Group B = Chicago, Miami, Denver, Washington DC, Philadelphia, Atlanta, Minneapolis, Nashville, Sacramento, Phoenix, and Portland
• Group C = All remaining cities 

• 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

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, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please contact

Headway employees work remotely across the US, with the option to work from offices in New York City and San Francisco. Headway participates in E-Verify. To learn more, click