Staff Infrastructure Engineer, AWS & Terraform
Overview
You will architect and own the cloud platform that every engineer at Headway deploys on, making deploys boring and scaling automatic. You will lead the shift toward per-service deploy isolation, redesign the ECS and EKS footprint, and build a self-serve Terraform platform with guardrails. You will set the technical direction for compute, networking, and deployment, and raise the infrastructure bar org-wide. This role offers staff-level influence in a Series D company serving over 75,000 providers and 1 million patients, with the mandate to make every change safe as AI accelerates code velocity.
What You'll Do7
- 1Redesign deployment architecture to isolate blast radius, ensuring a mistake in one service cannot block others, with per-service deploy isolation and functional-area slices.
- 2Own the ECS and EKS container footprint, evaluate broader EKS adoption for AI workloads, and design the next iteration of inter-service network connectivity.
- 3Build capacity for spiky workloads by computing floors ahead of demand, self-deriving from data, and catching drift early.
- 4Build the Terraform self-serve platform with guardrails so engineering teams own standard infrastructure changes, and Reliability Engineering reviews only non-standard ones.
- 5Stand up per-team cost attribution across AWS, Datadog, and LLM spend, making infrastructure costs visible and attributable.
- 6Own the Python runtime and dependency health: garbage collection, event loop contention, and runtime limits, leading framework and package upgrades.
- 7Make deploys safe and self-serve for other teams, not just your own, through architecture reviews, runbooks, and paved-road tooling.
Requirements7
- 18+ years in platform, infrastructure, or SRE roles at companies running significant production traffic.
- 2Deep AWS expertise and production ownership of compute and networking at scale: ECS, EKS, RDS, networking, IAM.
- 3Strong infrastructure-as-code experience, particularly Terraform, including designing self-serve platforms for other engineering teams.
- 4Hands-on autoscaling and capacity engineering, and container orchestration with ECS and/or EKS.
- 5Track record making deploys safe and self-serve for other teams, not just your own.
- 6Staff-level influence: drive decisions across team boundaries and raise the infrastructure bar org-wide without requiring management authority.
- 7Nice to have: FinOps and cloud cost optimization experience, Kubernetes and EKS depth, observability tooling at scale (Datadog), healthcare experience, event-driven systems.
Salary Insight
$265 - $331k per year
Location
Required Skills
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