Senior Software Engineer (Infrastructure)

Headway

United States Posted October 10, 2026

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Remote Full-time Senior
Salary Range

$182,750 - $278,500

Job Description

Join Headway, a mental healthcare startup, as a Senior Software Engineer in Infrastructure. You will be responsible for owning the cloud platform, driving deployment architecture, capacity and scaling, and building a self-serve infrastructure platform. You should have deep AWS expertise, strong infrastructure-as-code experience, and a track record of making deploys safe and self-serve for other teams.

  • Conduire le travail pour isoler le rayon d'explosion, rendre l'autoscaling fiable et construire une plateforme d'infrastructure en libre-service.
  • Posséder la capacité pour une charge de travail variable : les planchers sont calculés à l'avance plutôt que poursuivis par une mise à l'échelle réactive.
  • Construire la plateforme Terraform en libre-service avec des garde-fous afin que les équipes d'ingénierie possèdent leurs changements d'infrastructure standard.
  • You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building
  • You make other engineers better through architecture reviews, runbooks, and paved-road tooling that raises the baseline for everyone who ships on the platform
  • A senior engineer who combines deep cloud and infrastructure expertise with the instincts to drive alignment across teams
  • Deep AWS expertise and production ownership of compute and networking at scale (ECS, EKS, RDS, networking, IAM)
  • Strong infrastructure-as-code experience, particularly Terraform, including designing self-serve platforms for other engineering teams
  • Track record making deploys safe and self-serve for other teams, not just your own
  • 5 or more years in platform, infrastructure, or SRE roles at companies running significant production traffic
  • Hands-on autoscaling and capacity engineering, and container orchestration with ECS and/or EKS
  • Kubernetes and EKS depth
  • FinOps and cloud cost optimization experience
  • Experience in healthcare or other regulated environments
  • Observability tooling at scale (Datadog)
Required Skills
software development Amazon Web Services Terraform Kubernetes Datadog
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