Senior AWS DevOps Engineer / Applied AI / Hybrid in Chicago (Chicago)

Chicago, IllinoisHybridDirect Hire$200k - $220kAn innovative healthcare technology organization is seeking a Senior DevOps Engineer to help scale the infrastructure supporting cutting-edge AI-powered communication solutions. This full-time opportunity offers the chance to work with modern cloud-native technologies including AWS, Kubernetes, Terraform, GitOps tools, and CI/CD automation while helping deliver highly reliable and secure healthcare applications.
This position is ideal for an engineer who enjoys building systems from the ground up and wants to make a measurable impact. The company values ownership, collaboration, and continuous improvement, giving engineers meaningful influence over infrastructure strategy, developer enablement, and platform reliability. This is a chance to work on mission-driven technology while gaining exposure to AI, cloud architecture, and healthcare innovation.
Required Skills & Experience 5+ years of experience in DevOps, Site Reliability Engineering, Platform Engineering, or related disciplines Strong hands-on AWS experience supporting production environments Deep knowledge of Kubernetes administration and containerized workloads Expertise with Terraform and Infrastructure as Code Experience building and maintaining CI/CD pipelines Proficiency with Python or Go Strong understanding of networking, security, IAM, and cloud architecture Experience with monitoring and observability platforms Experience supporting highly available production systems
Desired Skills & Experience Healthcare, regulated industry, or compliance-focused environment experience GitOps experience utilizing ArgoCD Experience with Datadog, Grafana, or Prometheus Service mesh exposure Secrets management experience Previous startup or high-growth company experience Mentorship and technical leadership experience
What You Will Be Doing
Tech Breakdown 40% AWS Cloud Infrastructure 25% Kubernetes & Container Platforms 20% Infrastructure as Code (Terraform) 15% CI/CD, Automation & Observability

Daily Responsibilities 70% Hands-On Engineering 10% Mentorship & Technical Guidance 20% Team Collaboration & Strategic Planning
The Offer
You will receive the following benefits: Competitive base salary Medical, Dental, and Vision Insurance Vacation Time Equity / Stock Options Opportunity to work with cutting-edge AI technologies Career growth within a rapidly scaling organization

Applicants must be authorized to work in the U.S. on a full-time basis now and in the future.
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