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 Engineering at Headway

Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small (~85) but mighty team using technology to build that future (and have a fun time while doing it!). 

Principles that guide us:

• Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they’re facing. 
• Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
• Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
• Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.

Tools we use:

• Languages: Python 3, TypeScript
• Libraries: FastAPI, SQLAlchemy, React
• Datastores: Postgres, Redis
• Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafk
• Monitoring: Datadog, PagerDuty
• Version control: Github
• Cloud security: Lacework
• Vulnerability Management: Snyk, Semgrep

About the Role

There is a lot that we're building at Headway, but a patient's experience is at the crux of Headway’s mission of making mental healthcare more accessible and affordable for everyone. This is a rare opportunity to lead and grow engineering pods focused on solving meaningful, high-impact challenges in healthcare. Working at the intersection of growth, product development, and platform integration, you’ll have the freedom to innovate and experiment while collaborating with a diverse group of product, marketing, and clinical experts. This is an opportunity to tackle complex, rewarding problems in a highly collaborative, supportive environment that values technical excellence and operational rigor. Your teams will build systems that help patients discover and access mental health care, directly improving lives and transforming the healthcare landscape.  Your work in this role will shape how thousands of patients connect with care, making a lasting impact on Headway’s mission to reimagine mental healthcare access for all.

As an engineering leader at Headway, you will be responsible for leading and growing these pods through people development, supporting hiring, strategic planning, driving engineering velocity and business outcomes. You will establish and scale innovative solutions that meet patients where they are, integrating Headway into trusted platforms and driving growth through SEO, marketing, and referral systems. Your leadership will empower patients to discover and connect with the mental health care they need, while building a scalable, impactful product ecosystem.

Who you are

We’re looking for product-minded engineering team leaders and people managers who are relationship-obsessed, drive results and enable their teams to build for technical excellence. As an Engineering Manager at Headway, you will work closely with Engineering Leadership, Product, Design and Business teams to help shape the future of the engineering organization. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact on our rapidly scaling engineering team.

• Lead and manage a team (or teams) of 6+ engineers
• Ensure there is process and product alignment across your team
• Develop and grow your team through weekly 1-1s, mentorship, and feedback
• Work with and help develop aspiring engineering leaders within the engineering team
• Contribute to the broader company strategy and product roadmap
• Help build out our engineering team as the headcount grows from 80 to 120+ through the remainder of the year

Below are additional experiences we think help engineering managers succeed at Headway:

• You have 4-6+ years of experience as an Engineering Manager 
• You have 3-5+ years of experience as a Software Engineer
• You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users
• You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
• You have a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments
• You have a track record of working well across teams and functions
• It's a nice to have if you've had prior experience with Python and React and working with AWS infrastructure
• It's a nice to have if you've had experience in health tech, building user-facing products
• BS, MS in Computer Science or related field

Our interview process

After you apply to Headway, here are some details of what to expect during the interview process.

• Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background. 
• First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences and complete one technical (systems design) interview.
• Final rounds: You’ll meet team members across product and engineering leadership for multiple behavioral interviews, leaving you with a fuller picture of what it’s like to work at Headway.
• References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!

Compensation and Benefits:

• Salary information is based on a single salary target per role, and the starting salary for Engineering Managers is $200,000 and can increase to $238,000 based on industry tenure and experience.
• 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-AC1

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