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Senior Software Engineer - Infrastructure

HeadwayUnited States, Remote
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Posted on: 03 Oct 2026

Job Description

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. We are the paved road the rest of engineering builds on: databases, deploys, asynchronous platform, observability, autoscaling, and self-serve compute infrastructure. As AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster.
Senior Software Engineer - InfrastructureHeadway