Drimva

Headway

Staff Software Engineer, Provider

$265K–$331K

Remote · Remote · Staff · Full-time · Posted Oct 30, 2026

Experience
8+ years of software engineering experience.

About the job

Own the architecture and technical direction for provider growth tools that help clinicians capture, convert, and retain their own clients on Headway.

What you'll do

  • Design the platform for lead management and lead technical direction for client-porting and caseload tools.
  • Partner across product, data, design, Sales, CX, and pricing to prioritize initiatives and measure outcomes.
  • Build reliable AI-powered tools that help providers manage patient inquiries and grow their practices.

What they ask for

  • 8+ years of software engineering experience.
  • Built and scaled user-facing products in a marketplace, vertical SaaS, or health-tech environment.
  • Shipped production LLM-powered agents or workflows, including evals, guardrails, and human-in-the-loop design.
  • Experience with data-heavy onboarding, product experiments and instrumentation, and shaping technical direction across teams.

Nice to have

  • Healthcare or insurance domain experience.

Pay

$265K – $331K USD base salary

Tools

LLM

AI focus

Build AI agents that answer and convert patient inquiries, and ship reliable LLM-powered agents or workflows with evals, guardrails, and human-in-the-loop design.

Model-written summary · the original posting is authoritative

First seen Oct 31, 2026 · Last verified Nov 5, 2026 (UTC)