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Headway

Engineering Manager (Claims Platform)

Job Summary

The Engineering Manager role at Headway focuses on leading and developing teams of engineers, primarily within the claims tooling and healthcare technology domain. The candidate will collaborate with cross-functional teams to align processes and product strategies, ensuring high-performance delivery of business outcomes. Responsibilities include hiring, mentorship, strategic planning, and shaping the engineering organization’s growth as the company scales. The role offers an opportunity to contribute to building accessible mental health care via innovative software solutions, with a strong emphasis on technical excellence and mission alignment.

Required Skills

Cross-functional Collaboration
Leadership
Team Management
Mentorship
Hiring
Product Development
Strategic Planning
Technical Decision Making
People Development

Benefits

Health Insurance
Parental Leave
Dental Insurance
Vision Insurance
Flexible PTO
401K
Paid Holidays
Employee Assistance Program
Equity Compensation
HSA / FSA
Work-from-Home Stipend
Therapy Reimbursement
Fertility Reimbursement
Training and Professional Development

Job Description

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 & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js
  • Datastores: Postgres, Redis
  • Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
  • Monitoring: Datadog, PagerDuty, Sentry
  • Version Control: Github, PagerDuty
  • Vulnerability Management: Snyk, Semgrep
  • Cloud Security: Lacework

About this role

There is a lot that we're building at Headway, but operationally efficient claims tooling for providers, and the underlying systems that power our claims engine, is foundational to the success of Headway’s mission of making mental healthcare more accessible and affordable for everyone. Headway has made it easy for providers to accept the majority of insurance plans in the US by taking a data driven approach towards building, refining and automating a heavily archaic and offline process into delightful product that will continue scale heavily from 48,000+ monthly active providers to hundreds-of-thousands more as we continue to invest in a provider-focused strategy to drive our patient-first mission. This team is a small group of strong performers with a clear connection to our mission, and they work closely with business, data and operations teams to drive a significant portion of Headway's primary profit center by tacking abstract, complex problems and engineering elegant solutions in the evolving fields of insurance and healthcare technology.

As an engineering leader at Headway, will be responsible for establishing and growing these pods through hiring, people development, and strategic planning. You get to play a critical role in setting up how this and its' future offspring teams operate, defining what and how they build, and ultimately drive best-in-class user experiences that have a measurable impact on our business objectives.

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 90 to 150+ through the remainder of the year

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

  • You have 3+ years of experience as an Engineering Manager
  • You have 3-5+ years of experience as a Software Engineer
  • You have a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments
  • You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
  • 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 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
  • It's a nice to have if you've had experience 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 technical and people leadership experiences
  • Final rounds: You’ll meet several more team members for one technical and 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:

The expected base pay range for this position is $198,050 - $233,000, 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-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 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.

Interested in this job?

Application deadline: Open until filled

Logo of Headway

Headway

A platform connecting patients with mental health providers, simplifying access to therapy and psychiatric care.

See more jobs
Date PostedApril 25th, 2025
Job TypeFull Time
LocationNew York, New York, United States; Remote; San Francisco, California, United States; Seattle, Washington, United States
SalaryCompetitive rates
Exciting remote opportunity (requires residency in United States) for a Engineering Manager (Claims Platform) at Headway. Offering competitive salary (full time). Explore more remote jobs on FlexHired!

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