Staff Software Engineer (Journeys)

Remote. Posted 3 months ago

The role

A Staff Engineer will act as the technical anchor for the Journey team. You will design and evolve the decision engine, experimentation layer, and channel orchestration to manage how Headway communicates with patients and providers.

What you will do

Own the architecture of how Headway communicates at scale
Design and evolve the decision engine, experimentation layer, and channel orchestration
Set the technical direction for a multi-vendor communications stack
Own the unified message ledger
Bring LLM-powered personalization from concept to production
Work closely with marketing, CX, product, and the patient org

Required qualifications

8+ years of software engineering experience
Meaningful time at Staff-level or equivalent
Designed and built high-volume, event-driven communications platforms at millions of events per month
Fluency with multi-vendor delivery stacks
Experience building or working closely with experimentation infrastructure
Exposure to LLM-powered systems in production
Demonstrated ability to shape technical direction across teams without direct authority

Nice to have

Strong opinions about build-vs-buy trade-offs at the platform layer

Benefits

Medical
Dental
Vision
HSA/FSA
401(k) including match for 2027!
Carrot Fertility reimbursement
Paid parental leave
Paid medical leave
Paid caregiver leave

Before you apply

Headway participates in E-Verify

About the company

Headway is a Series D company building a new mental healthcare system by automating insurance, credentialing, claims, and payment reconciliation. Their software is used by over 90,000 providers across all 50 states.