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

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.