Senior Software Engineer, Headway
Trust Foundations - Identity and Platform
$164.9-233k
Therapist-by-insurance marketplace
Be an early applicant
Therapist-by-insurance marketplace
1001+ employees
Be an early applicant
$164.9-233k
1001+ employees
Company mission
To build a new mental healthcare system, rewired for access and affordability.
Role
Who you are
- 5 + years of professional software engineering with a strong command of at least one modern language (we use Python 3 and TypeScript)
- Proven systems‑architecture leadership - you have shaped requirements, led cross‑team roadmaps, and delivered complex backend or platform services at scale
- Deep expertise in one of two focus areas:
- Identity and Access - demonstrated experience working with third party IdPs, expertise with OAuth 2.0 / OIDC standards, have implemented step‑up MFA and common RBAC frameworks
- Platform Engineering (scalable, secure foundations) - demonstrated experience building high‑throughput, fault‑tolerant services that bake in security‑by‑default patterns, provide clear developer interfaces, and enable downstream teams to move faster
- A track record of mentoring engineers, elevating design quality, and improving engineering processes
- Sound build‑vs‑buy judgment and the ability to collaborate with product, legal, and operations in a highly regulated environment
What the job involves
- Building for trust is non‑negotiable in our mission of making mental healthcare more accessible and affordable across the US: patients share sensitive information, payers demand demonstrably strong controls, and providers depend on reliable, secure infrastructure
- Trust Foundations is responsible for instilling confidence in our products by safeguarding our user’s data
- We achieve this by developing out-of-the-box identity, access, and secure-data platforms for other engineering teams to utilize
- Our mission is to make the most secure path the most efficient path, enabling clinicians, patients, and payers to trust Headway implicitly
- As a Senior Software Engineer on our Trust Foundations team, you’ll write production code every day while shaping the long‑term vision for trust at Headway
- You will translate open standards - OAuth 2.0 / OIDC, RBAC/ABAC, envelope encryption - into scalable building blocks; embed privacy‑by‑design and reliability principles into everything we build; and mentor engineers across the company in Trust first thinking
- Design, build, and operate core trust primitives - authentication providers, authorization engines, stratified encrypted data stores, and tamper‑evident telemetry
- Embed security & privacy by design - Codify guardrails in linting rules and CI, and partner with Legal / Compliance to translate regulatory language into concrete engineering controls
- Scale our identity rails - Design and evolve multi‑tenant authentication & authorization services that handle millions of sessions daily with high availability expectations
- Deliver scalable, secure platform foundations - Build shared services that embed security‑by‑default (least‑privilege access, encryption in transit and at rest, audit hooks) and expose intuitive APIs so product teams can move quickly without compromising trust
- Turn ambiguous requirements into incremental delivery plans - Lead architecture reviews; break large problems into testable milestones; and make pragmatic build‑vs‑buy decisions in a regulated domain
- Champion operational excellence - Instrument services, tune alerting, own on‑call runbooks, and drive post‑incident hardening
- Elevate engineering culture - Mentor teammates, document patterns, and help recruit the next generation of Headway engineers
Application 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 round: You'll meet with an engineer on the team to do some live coding and learn more about the engineering team
- Final rounds: You’ll meet several more team members for technical and non-technical interviews and leave 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!
Our take
1 in 4 US citizens are currently living with treatable mental health conditions, however, a vast majority of people are unable to access the care they need, the primary reason being cost. Headway connects clients with therapists who accept insurance as payment and provides independent practitioners with the tools and resources needed to serve their patients and manage administrative workloads.
Headway’s concept is timely, with national mental health under particular strain following events from the past few years. The company facilitates over 300,000 appointments per month and has attracted backing from the likes of Accel and Google Ventures.
Covering 16 states and the District of Columbia, the company intends to broaden its presence across the US using its 2023 Series C funding of $125 million. This is a crucial avenue for further growth, as medical care deserts across the US mean the potential market is vast.
Freddie
Company Specialist at Welcome to the Jungle
Insights
64% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Jul 2024
$100m
LATE VC
Oct 2023
$125m
SERIES C
Total funding: $327m
Company benefits
- Work from home opportunities
Company HQ
Tribeca, New York, NY
Leadership
Andrew Adams
(CEO)Worked as a Product Analyst at Spring, and was a Software Development Engineer Intern at Amazon.
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