Senior Security Engineer (Infrastructure)

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 90,000 providers across all 50 states run their practice on our software, serving over 2.6 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale, and building much of it with AI. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. 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 the role

The Security team at Headway is focused on security and privacy for all of Headway’s customers - therapists, patients, and payers (ex: insurance companies and health systems). As an early member on the team, you’ll have the unique opportunity to be the builder and driver of our dedicated, in-house security engineering efforts. In this role, you will partner closely with our engineering teams to ensure that Headway systems are designed and managed securely so that we can maintain and grow customers’ trust in Headway.

What you’ll do at Headway:

Partner with Product and Infrastructure teams: Headway has many new product launches on the horizon that will transform the industry and have a rich data component. You will be a partner with teams to build platforms and infrastructure that accelerate product development while reducing risk, including (but not limited to):

System engineering or implementation efforts

Doing security reviews

Helping with system design decisions

Continuous improvement of Headway's critical infrastructure

Make the safe way, the easy way: Work on defining and building infrastructure and application guardrails so that developers can build securely by default. You also will work to instill a culture of secure system design across engineering.

Build out and mature Headway's cloud security posture: Build an AI-native approach to configuration standards, hardening, and vulnerability remediation across our AWS footprint.

Assist in ongoing security operations: You will be part of the security and have responsibilities to assist in incident response, vulnerability management, security reviews, and other operational tasks to ensure that our security program is operating at a world-class level.

Tools we use:

AI: Anthropic, Cursor, Langsmith

Cloud Security: Wiz, Cloudflare

Languages: Python 3, TypeScript

Libraries: FastAPI, SQLAlchemy, React

Datastores: Postgres, Redis

Infrastructure: AWS (Fargate, ECS, K8s, S3, and more)

Monitoring: Datadog, PagerDuty

Version Control: Github

Vulnerability Management: Wiz, Semgrep