Senior Counsel, Labor and Employment

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, Labor & Employment, you will be the lead attorney partnering with Headway’s People function to support a rapidly growing and national workforce. You will own day-to-day advice and counsel on employment matters while also working closely with the People team to enhance systems and processes to allow Headway to scale with speed and fidelity.  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

Serve as the primary legal advisor

to the People team and business leaders on the full range of L&E matters, including hiring practices, performance management, separations, leaves and accommodations, investigations, wage and hour compliance, and other key areas

Build L&E infrastructure

– design and review People-related policies, procedures, and workflows to enhance efficiency and effectiveness

Be the in-house subject matter expert,

training HRBPs and People managers on L&E developments and best-practices

Draft, review, and negotiate

employment-related agreements and documents

Represent the company

, including managing outside counsel, in litigation and related disputes

You’d Be A Great Fit If

You have 5+ years of post-bar admittance legal experience with a deep understanding of L&E matters

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

You have detail-obsession that drives clarity – without missing the forest for the trees

You have a J.D. from an accredited law school and active bar membership in good standing (including ability to register as NY in-house counsel)

While we prefer candidates based in the New York metro area, we will consider exceptional candidates nationwide.

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, 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 inform the recruiter when they contact you to schedule your interview.

Headway participates in E-Verify. To learn more, click

here.

A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.