Remote Senior Infrastructure Platform Engineer

Headway; United States; Remote; USD 183,000 - 279,000; Full time

Benefits offered by this job

Equity

Job summary

Headway is seeking a Senior Software Engineer - Infrastructure to own and evolve the cloud platform used by all engineers. You will drive isolation, reliable autoscaling, and a self-serve infrastructure layer that accelerates delivery across the organization.

We value deep cloud expertise, ownership mindset, and the ability to guide architecture while shipping reliable systems. This remote role offers equity and a comprehensive rewards package aligned with market benchmarks.

Qualifications

• 5+ years in platform, infrastructure, or SRE roles with production traffic.
• Deep AWS expertise and ownership of compute and networking at scale.
• Strong infrastructure-as-code experience, especially Terraform.
• Hands-on autoscaling and container orchestration with ECS/EKS.
• Track record making deploys self-serve for other teams.

Responsibilities

• Deployment architecture and blast-radius containment to prevent outages.
• Container footprint and networking for ECS and EKS, scalable AI workloads.
• Capacity planning driven by data, with proactive scaling.
• Build a self-serve Terraform platform with guardrails for teams.
• Cloud cost attribution and controls across AWS, Datadog, and LLM spend.
• Manage Python runtime health and framework upgrades.

Skills

5+ years in platform/SRE

AWS production ownership

Terraform IaC

Autoscaling

ECS/EKS orchestration

Tools

Terraform

AWS

Datadog

Job description

Headway is seeking a Senior Software Engineer - Infrastructure to own and evolve the cloud platform used by all engineers. You will drive isolation, reliable autoscaling, and a self-serve infrastructure layer that accelerates delivery across the organization.

We value deep cloud expertise, ownership mindset, and the ability to guide architecture while shipping reliable systems. This remote role offers equity and a comprehensive rewards package aligned with market benchmarks.