Leadership Partner, People Strategy

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.

About the Role

As a Leadership Partner, People Strategy at Headway, you will play a critical role in shaping the people strategy for our Engineering, Data, Product, Design, and Product Marketing teams. Partnering closely with the CTO and VP of Product, you will provide strategic counsel on performance management, leadership coaching, talent development, employee relations, and org design. You'll use data-driven insights to identify trends, influence decision-making, and drive scalable, high-impact people initiatives. Your work will uphold Headway’s values and Olympic-level performance culture, ensuring our teams are engaged, empowered, and performing at their best.

You Will

• Serve as a trusted advisor to Engineering, Data, Product, and Design leaders, providing strategic guidance on talent planning, leadership effectiveness, and org design.
• Lead key people processes, including performance calibrations, promotion reviews, compensation planning, and workforce planning, ensuring alignment with business objectives.
• Drive talent programs that enhance employee experience, manager capability, and leadership development.
• Leverage qualitative and quantitative data (e.g., engagement surveys, attrition trends, performance data) to identify trends, shape programs, and influence decision-making.
• Act as a culture amplifier, reinforcing Headway’s principles and fostering an inclusive, high-performance environment.

You’d be a great fit if…

• You have 10+ years of experience as a strategic HR Business Partner, with deep expertise in supporting Engineering, Product, and Design functions.
• You have exceptional judgment and problem-solving skills, with the ability to advise senior executives and influence at all levels.
• You are intellectually curious and solutions-oriented, able to translate challenges into high-impact talent strategies.
• You are data-driven, using qualitative and quantitative insights to inform decision-making, root cause analysis, and program design.
• You have experience owning and driving talent programs at scale, including performance cycles, compensation planning, leadership coaching, and org design.
• You can build trust and rapport with both executives and ICs, adapting your approach to meet the needs of diverse stakeholders.
• You are agile, fearless, and thrive in fast-paced, high-growth environments.

Compensation and Benefits

• The expected base pay range for this position is $146,200-$215,000, based on a variety of factors including qualifications, experience, and geographic location. 

  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

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