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Windows Server Engineer; Terraform, CICD, Kubernetes

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Request Technology, LLC
Full Time position
Listed on 2025-12-02
Job specializations:
  • IT/Tech
    Cloud Computing, Systems Engineer, Cybersecurity, Systems Administrator
Salary/Wage Range or Industry Benchmark: 150000 - 170000 USD Yearly USD 150000.00 170000.00 YEAR
Job Description & How to Apply Below
Position: Windows Server Engineer (Terraform, CICD, Kubernetes)

Senior Executive Recruiter at Request Technology

Hybrid (3 days onsite, 2 days remote). Permanent full‑time role. We are unable to sponsor.

Seeking a Windows Administrator (AWS, VMware, CICD, Automation).

Base pay range $150,000–$170,000 per year. Pay is based on skills and experience. Direct message the job poster to learn more.

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.
  • 7+ years of Windows Server engineering and infrastructure support in enterprise environments, with at least 2–3 years in hybrid (on‑prem + AWS) environments.
  • Strong Windows Server expertise; experience with VMware, AWS, and hybrid infrastructure. Exposure to Kubernetes/container platforms is a plus.
  • 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.
  • Power Shell 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.
Benefits
  • Medical insurance
  • Vision insurance
  • 401(k)
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