About the Role

Finding the right therapist shouldn't feel like navigating an impossible maze, yet millions of people struggle every day to get affordable care. At Headway, we are tackling that crisis head on. We built software that makes insurance painless for providers, enabling thousands of therapists to accept health coverage and reach people who actually need it. Now, as a Staff Software Engineer on our Journeys team, you will have the chance to shape how patients find, connect with, and experience their mental healthcare from the ground up. This is a fully remote, worldwide opportunity that invites you to build technical systems with massive real world impact from anywhere you work best.

Overview

Headway is a Series D organization backed by top tier venture funds including a16z, Accel, and Spark Capital, with over $325M in funding. More than 90,000 providers across all 50 states already run their practices on our platform, serving 2.6 million patients. While we started out by solving the messy administrative headache of insurance billing, we are rapidly expanding into the core platform where care actually takes place. The Journeys team is responsible for architecting the primary user pathways, streamlining patient discovery, and blending smart product design with AI driven infrastructure to unlock seamless mental health journeys.

Key Responsibilities

In this role, you will guide architecture while keeping delivery steady and thoughtful across several high impact areas.

Architect and scale resilient services that power the end to end patient discovery and onboarding journey.
Partner with engineering leadership, product managers, and clinical stakeholders to turn ambitious product visions into stable technical roadmaps.
Incorporate pragmatic AI solutions that personalize matches between patients and providers while keeping data strictly secure.
Elevate software craftsmanship across the company by championing sound design patterns, thorough testing, and clean code standards.
Mentor engineers across multiple squads, unlocking their growth and setting a high bar for collaborative technical execution.

Requirements

We value deep engineering insight, clear communication, and an appetite for complex problems. You will likely thrive if you bring the following qualities.

Extensive experience architecting and shipping distributed backend or full stack applications at significant scale.
Demonstrated background as a technical leader, with a track record of driving cross team initiatives from early concept to reliable deployment.
Deep mastery of modern programming languages, relational databases, cloud infrastructure, and service oriented architectures.
Strong product intuition and empathy for end users, ensuring technical decisions always connect back to real patient and provider needs.
A clear, thoughtful communication style that translates complex architectural tradeoffs into practical choices for diverse teams.

What You'll Gain

Working here means your daily output changes lives for the better.

A rare opportunity to rebuild an essential pillar of human healthcare using modern software and artificial intelligence.
Complete remote flexibility, giving you the freedom to do your best work from wherever you are located across the globe.
A highly competitive compensation package backed by equity in a fast growing, well capitalized Series D company.
A warm, transparent, and intellectually curious culture where psychological safety and ambitious goals sit side by side.
The technical autonomy to set engineering strategy and lead initiatives that touch millions of active patients.