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Headway

Senior Software Engineer - Infrastructure

US UTC-10 to UTC-5 $183k to $279k per year Full time Senior
Where you can live
Remote
Working hours
Overlap with UTC-10 to UTC-5
Salary
USD 182,750 to 278,500 per year
Posted
October 2, 2026
Python FastAPI AWS Kubernetes Terraform Spark LLMs Datadog

Summary from the posting

Architect and own the cloud platform that every engineer at Headway deploys on. Make deploys boring, scaling automatic, infrastructure self-serve, and cost attributable.

About Infrastructure Engineering at Headway

Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. Infrastructure Engineering is one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform. We own the infrastructure Headway runs on, as well as the performance and scalability of Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on.

This is a short summary. The full description, requirements and the application form are on Headway's own career page.

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