Senior AWS DevOps Engineer​/Applied AI​/Hybrid in Chicago

Overview

An innovative healthcare technology organization is seeking a Senior Dev Ops 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, Git Ops 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.

• 40% AWS Cloud Infrastructure
• 25% Kubernetes & Container Platforms
• 20% Infrastructure as Code (Terraform)
• 15% CI/CD, Automation & Observability

• Hands-On Engineering: 70% daily engineering work
• Mentorship & Technical Guidance: 10%
• Team Collaboration & Strategic Planning: 20%

• Required Skills & Experience

• 5+ years of experience in Dev Ops, SRE, 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
• Git Ops 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

• 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.