Senior Software Engineer - Trust Foundations, Identity and Platform

July 28

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Headway

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Healthcare Insurance • Wellness

Headway is a platform that connects individuals with mental health providers, helping them find the right fit according to their needs and insurance coverage. By partnering with numerous insurance providers, Headway ensures that users can access mental health care affordably. It offers both in-person and virtual care options, and manages the payment and billing processes for a hassle-free experience. The platform's aim is to simplify the search and access to therapy and psychiatric support for users, allowing them to focus on their mental health without the administrative burdens.

201 - 500 employees

Founded 2019

⚕️ Healthcare Insurance

🧘 Wellness

📋 Description

• 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. • 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.

🎯 Requirements

• 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.

🏖️ Benefits

• 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