Lead DevOps Engineer

IT LabsChicago, IL
Remote

About The Position

At IT Labs, we are looking for an experienced Lead DevOps Engineer to support one of the most innovative companies in the digital health space. Our client is transforming the way healthcare is delivered, paid for, and experienced. They operate a technology-driven platform that connects employers and patients with top-tier medical providers — helping eliminate surprise bills, reduce costs, and improve outcomes at scale. They are now modernizing their cloud infrastructure across AWS and Azure to support continued enterprise growth. In this role, you will lead a team of DevOps engineers and own the design, implementation, and governance of cloud infrastructure across both AWS and Azure environments. You will define standards, enforce compliance, and ensure the platform is secure, observable, and resilient. This is a senior, hands-on leadership role requiring both technical depth and the ability to align DevOps strategy with broader business objectives.

Requirements

  • Strong hands-on experience with AWS and Azure cloud platforms
  • Proven experience leading cloud workload and service migrations
  • Deep expertise in Terraform and infrastructure as code
  • Experience leading CI/CD practices across multiple environments
  • Strong container orchestration skills — Kubernetes and Docker
  • Knowledge of cloud cost optimization, governance frameworks, and tagging strategies
  • Experience with secret management tools — AWS Secrets Manager and Azure Key Vault
  • Proficiency with monitoring and observability solutions — Datadog, CloudWatch, Azure Monitor
  • Strong leadership, communication, and cross-functional collaboration skills

Nice To Haves

  • Solid understanding of HIPAA and ISO 27001 compliance requirements
  • Experience implementing zero-trust security models
  • Familiarity with Zscaler or similar network security platforms
  • Experience with Snowflake or similar cloud data warehouse platforms

Responsibilities

  • Oversee the design, implementation, and maintenance of cloud infrastructure across AWS and Azure
  • Lead and manage a team of DevOps engineers — assigning tasks and ensuring best practices in deployment, monitoring, and security
  • Define and enforce CI/CD processes and infrastructure automation standards using Terraform
  • Own the implementation and governance of Landing Zones in both AWS and Azure
  • Ensure HIPAA compliance and security policies are followed across all environments
  • Drive adoption of observability tools like DataDog and establish logging standards
  • Coordinate incident response and root cause analysis for infrastructure issues
  • Build SLA frameworks for critical services and define strategies for auto-scaling, failure recovery, and disaster recovery
  • Collaborate with stakeholders to align DevOps strategies with business needs
  • Review and approve technical documentation produced by the team
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