Staff Engineer, AI-Powered Journeys

Headway; New York, Northern (NY, KY); Hybrid; USD 180,000 - 240,000; Full time

Job summary

Headway is building a scalable mental healthcare platform and the Journey team's Staff Engineer will own the architecture for patient and provider communications at scale. You will design and evolve the decision engine, experimentation layer, and channel orchestration that define how Headway reaches users across channels.

You'll partner with marketing, product, and CX to shape technical direction, work across a multi-vendor stack, and drive AI-powered personalization from concept to production,

Qualifications

• 8+ years of software engineering experience at Staff level or equivalent.
• Designed and built high-volume, event-driven communications platforms for millions of events per month.
• Fluency with multi-vendor delivery stacks and build-vs-buy trade-offs at the platform layer.
• Experience with experimentation infrastructure (A/B testing, analytics, personalization).
• Exposure to LLM-powered systems in production and scalability concerns.

Responsibilities

• Own the architecture of Headway's communications at scale, including the decision engine and channel orchestration.
• Collaborate with marketing, product, CX and clinical teams to shape technical direction and impact patient outcomes.

Skills

Staff experience

Event-driven architecture

Cross-functional collaboration

AI in production

Technical leadership

Tools

AWS

Datadog

Sentry

Github

PagerDuty

Snyk

Semgrep

Lacework

Knock

Iterable

Twilio

Mailgun

Job description

Headway is building a scalable mental healthcare platform and the Journey team's Staff Engineer will own the architecture for patient and provider communications at scale. You will design and evolve the decision engine, experimentation layer, and channel orchestration that define how Headway reaches users across channels.

You'll partner with marketing, product, and CX to shape technical direction, work across a multi-vendor stack, and drive AI-powered personalization from concept to production,