Senior Software Engineer – Infrastructure

This is a fully remote position, open to applicants in United States.

📋 Description

• Design and oversee the cloud platform utilized by all Headway engineers.

• Revamp deployment architecture to ensure per-service deploy isolation and functional-area blast-radius containment.

• Manage the ECS and EKS footprint, assess broader EKS implementation for AI workloads, and create inter-service network connectivity.

• Control capacity for fluctuating workloads using predictive floors and early drift detection.

• Develop a Terraform self-serve infrastructure platform with built-in guardrails.

• Empower engineering teams to handle standard infrastructure modifications while Reliability Engineering evaluates non-standard changes.

• Implement per-team cost attribution across AWS, Datadog, and LLM expenditures.

• Enhance visibility and attribution of infrastructure costs for informed decision-making.

• Oversee the Python monolith runtime behavior under load, including garbage collection, event loop contention, and runtime constraints.

• Lead upgrades to frameworks and packages.

• Propel technical direction and enhance the skills of other engineers through architecture reviews, runbooks, and paved-road tooling.

⛳️ Requirements

• A minimum of 5 years in platform, infrastructure, or SRE roles at organizations handling significant production traffic.

• Extensive AWS knowledge and production management of compute and networking at scale, including ECS, EKS, RDS, networking, and IAM.

• Strong experience with infrastructure-as-code, particularly Terraform.

• Proven experience in designing self-serve platforms for engineering teams.

• Hands-on expertise in autoscaling and capacity engineering.

• Proficiency in container orchestration with ECS and/or EKS.

• Proven track record of making deploys safe and self-serve for other teams.

• Experience in FinOps and cloud cost optimization (preferred).

• Familiarity with Kubernetes and EKS (preferred).

• Experience with observability tools at scale, including Datadog (preferred).

• Background in healthcare or other regulated environments (preferred).

• Authorization to work in the United States for any employer.

• Must indicate whether visa sponsorship is needed now or in the future.

🏝️ Benefits

• Equity / meaningful ownership opportunities.

• Comprehensive health and wellness benefits.

• Retirement savings plans.

• Reasonable accommodations for individuals with disabilities.

• A comprehensive and competitive total rewards package.