Windows Server Engineer (Terraform, CICD, Kubernetes) (Chicago)

Chicago 11 days agoFull-time External
Negotiable
• **Hybrid, 3 days onsite, 2 days remote*** • **We are unable to sponsor as this is a permanent full-time role*** A prestigious company is looking for a Windows Administrator (AWS, VMware, CICD, Automation). This role is focused on AWS/On-prem Windows server 2016, 2019, 2022 administration, CICD pipeline automation, Terraform, Ansible, Jenkins, VMware, etc. Responsibilities: • Administer, support, and optimize Windows Server environments (2016, 2019, 2022) across on-prem and AWS. • Design and maintain automated CI/CD pipelines for server builds and AMIs using Jenkins, Terraform, Ansible, and Packer. • Manage hybrid infrastructure including VMware-based virtualization (vSphere, ESXi, vCenter) and AWS cloud workloads. • Troubleshoot complex system, OS, and application issues; collaborate with vendors and cross-functional teams for resolution. • Automate infrastructure provisioning, patching, and operational tasks to reduce manual effort and increase reliability. • Participate in security patching, hardening, and vulnerability remediation. • Provide input on infrastructure modernization initiatives, including container platforms (Kubernetes as a plus). Qualifications • Bachelor s degree in computer science, Information Technology, or related field preferred. • Professional Experience: 7+ years of Windows Server engineering and infrastructure support in enterprise environments, with at least 2 3 years in hybrid (on-prem + AWS) environments. • Platform Skills: Strong Windows Server expertise; experience with VMware, AWS, and hybrid infrastructure. Exposure to Kubernetes/container platforms is a plus. • Solution Design: Proven ability to build automated, reliable, and secure infrastructure solutions leveraging IaC and CI/CD pipelines. • Advanced administration of Windows Server 2016, 2019, 2022. • Hands-on experience with CI/CD pipelines and automation (Terraform, Ansible, Jenkins, Packer). • Experience building and maintaining custom AMIs and golden images. • VMware administration (vSphere, ESXi, vCenter) and virtualization concepts. • AWS experience with EC2, networking, and hybrid integrations. • PowerShell scripting; experience with Python or Bash scripting is a plus. • Active Directory and Group Policy administration. • Networking fundamentals (TCP/IP, DNS, DHCP, VLANs, firewalls, load balancers). • Vulnerability remediation and patch management experience.