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Headway

Compensation Manager

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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 Team & Role

At Headway, our Total Rewards team plays a critical role in shaping how we attract, retain, and reward top talent. As a Compensation Manager, you’ll be at the forefront of driving Headway’s evolving compensation philosophy, ensuring that our programs are competitive, equitable, and aligned with our business goals.

You’ll partner closely with People, Finance, and Leadership teams to design, implement, and continuously improve compensation frameworks that support Headway’s growth. This role offers a unique opportunity to not just execute on compensation practices, but to influence strategy, improve processes, and make a lasting impact on how we reward our people.

You Will:

  • Develop, implement, and continuously refine Headway’s compensation philosophy, ensuring alignment with business goals and industry best practices.
  • Lead market benchmarking efforts using compensation survey data (e.g., Radford) to maintain competitive and equitable pay structures.
  • Manage compensation programs end-to-end, including new hire offers, promotions, annual compensation cycles, bonus programs, and equity refreshes.
  • Serve as the subject matter expert (SME) for compensation tools (e.g., Workday Comp, Carta), driving system improvements and data accuracy.
  • Partner with cross-functional stakeholders (HRBPs, Finance, Talent Acquisition, and business leaders) to advise on compensation decisions and strategies.
  • Identify and implement process improvements to enhance efficiency, reduce turnaround times, and support Headway’s growth at scale.
  • Ensure compliance with compensation-related laws and regulations, including pay transparency requirements, through audits and data governance initiatives.

You’d Be a Great Fit If:

  • You have strong analytical and problem-solving skills, with the ability to translate data into actionable insights and strategic recommendations.
  • You’re a process builder who thrives in environments where you can create, optimize, and scale compensation frameworks from the ground up.
  • You’re an effective collaborator and influencer, comfortable working cross-functionally with stakeholders at all levels of the organization.
  • You’re adaptable and thrive in fast-paced, high-growth environments, balancing shifting priorities with a bias for action.
  • You have a keen eye for detail and are passionate about ensuring data accuracy, compliance, and operational excellence in all aspects of compensation.
  • You’re committed to continuous improvement, always looking for ways to enhance processes, tools, and stakeholder experiences.

Compensation and Benefits:

The expected base pay range for this position is $121,720 - $179,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and 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

#LI-AR1

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.

Headway Seattle, Washington, USA Office

600 1st Ave, Seattle, WA, United States, 98104

What you need to know about the Seattle Tech Scene

Home to tech titans like Microsoft and Amazon, Seattle punches far above its weight in innovation. But its surrounding mountains, sprinkled with world-famous hiking trails and climbing routes, make the city a destination for outdoorsy types as well. Established as a logging town before shifting to shipbuilding and logistics, the Emerald City is now known for its contributions to aerospace, software, biotech and cloud computing. And its status as a thriving tech ecosystem is attracting out-of-town companies looking to establish new tech and engineering hubs.

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  • Research Centers and Universities: University of Washington, Seattle University, Seattle Pacific University, Allen Institute for Brain Science, Bill & Melinda Gates Foundation, Seattle Children’s Research Institute
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