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Staff Infrastructure Engineer

Headway

Remote · United States$22,083–27,583 gross/mofull-timeHeadway Careers

About This Role You will own the cloud platform Headway runs on. You will lead the work to isolate blast radius, make autoscaling trustworthy, and build a self-serve infrastructure platform so that the Infrastructure Engineering team focuses on the strategic and unusual, not the routine.

Responsibilities

  • Deployment architecture and blast-radius containment. Redesign deployment so that a mistake in one part of our service cannot block or take down others. Continue to drive our shift toward per-service deploy isolation and functional-area slices that contain failures rather than propagating them across the platform.
  • Container footprint and networking.
  • Own the ECS and EKS footprint, evaluate broader EKS adoption for AI workloads, and design the next iteration of inter-service network connectivity.
  • Capacity and scaling.
  • Own capacity for a spiky workload: floors computed ahead of demand rather than chased by reactive scaling, self-deriving from data, with drift caught early.
  • Self-serve infrastructure platform.
  • Build the Terraform self-serve platform with guardrails so engineering teams own their standard infrastructure changes and Reliability Engineering reviews only the non-standard ones.
  • Cloud cost attribution and controls. Stand up per-team cost attribution across AWS, Datadog, and LLM spend. Make infrastructure costs visible and attributable so teams can make informed tradeoffs.
  • Python runtime and dependency health.
  • Own how the monolith behaves under load: garbage collection, event loop contention, and the runtime limits that bite first.

Languages

    Work format
    Remote
    Seniority
    Senior
    Posted
    12 Aug 2026
    Last verified
    In the last 5 days

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