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Engineering Manager, Internal Tools

USA flag USA


Posted 12 days ago

Job Type

Full Time


$200k - $238k






  • Headway aims to revolutionize mental healthcare accessible through insurance by building the first software-enabled national network of mental health providers.

  • Engineering Manager role focused on enhancing internal tools, ensuring smooth operations, and positively impacting key business metrics such as cost per appointment.

  • Professional growth through mentoring, leadership opportunities, and shaping the engineering team's future.


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 take insurance and scale their practice.

Headway was founded in 2019 – since then, we’ve grown into a diverse, national network of over 30,000 mental healthcare providers across all 50 states who run their practice on our software. We’re a Series C company with over $225m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, 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 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 therapists to better solve their problems.

  • Ship small, learn fast: We build new and novel products and believe that we learn what our users need by quickly shipping and iterating.

  • 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, DynamoDB

  • Infrastructure: AWS (Fargate, ECS, S3, and more), Spark, Flink, and Kafka

  • Monitoring: Datadog, PagerDuty

  • Version control: GitHub

The Internal Tools team owns the systems used by Headways' non-technical teams to access healthcare data and take action. This team's work directly impacts our ability to serve our customers, expand our business, and maintain efficient operations. You will own a large portion of our significant business metric: cost per appointment. As the manager of this team, you will work directly with product, customer experience, operations, and our medical team to understand what they need to do their jobs. You will partner deeply with these teams to understand their needs, create a strategy to drive the deepest value for Headway and deliver on it. You will create the roadmap and decide how to deliver the biggest impact for Headway as we work to improve efficiency, privacy, and ease of use for our internal tools.

Who you are

We’re looking for experienced 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 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 of 5+ 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.

  • Refine our Software Engineering hiring processes to meet the needs of our scaling organization.

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

  • You have 3-5+ years of experience as a Software Engineer.

  • You have 3+ years of experience as an Engineering Manager.

  • You have a track record of working well across teams and functions.

  • You have a track record of building and leading high-performing teams that effectively deliver business outcomes through technical investments.

  • You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions.

  • Previous experience with internal tools or internal software development.

  • Previous PM and full-stack engineering experience.

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 to 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 and hiring manager on the team to go deeper into your technical and people leadership experiences

  • Final rounds: You’ll meet several more team members for one technical and multiple behavioral interviews, giving you a fuller picture of what it’s like to work at Headway.

  • References and the Offer: This is our favorite part of the process! We'll send over all 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:

    • The starting salary for Engineering Managers is $200,000 and can increase to $238,000 based on industry tenure and experience.

  • Benefits offered include:

    • 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 


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