Lead Infrastructure Innovation & Automation Engineer

Chicago, IL


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Type: Contract-to-Hire

Category: Information Technology

Reference ID: 10062672

Shortcut: http://addisongroup.gosnaphop.com/VhrD3G


Lead Infrastructure Innovation & Automation Engineer

Location: Chicago, IL — Hybrid (3 days onsite per week)

Salary Target: Up to $165,000 base

Benefits: Full-time role, eligible for benefits

Overview

We are seeking a highly skilled Infrastructure & Automation Engineer to lead the design, implementation, and support of hybrid infrastructure solutions across both on-premise and AWS environments. This role is ideal for an engineer with deep, hands-on experience in Windows Server, VMware, automation frameworks, infrastructure-as-code, and CI/CD methodologies.

The position emphasizes innovation, automation, and operational excellence—requiring strong technical leadership and the ability to collaborate across engineering, DevOps, and security teams.

What You’ll Do

  • Administer, support, and optimize Windows Server environments (2016/2019/2022) across on-prem and AWS.
  • Design, build, and maintain automated CI/CD pipelines for server builds and AMIs using Jenkins, Terraform, Ansible, and Packer.
  • Manage and support hybrid infrastructure including VMware virtualization technologies (vSphere, ESXi, vCenter) and AWS workloads.
  • Troubleshoot complex OS, system, and application issues; partner with cross-functional teams and vendors for resolution.
  • Automate infrastructure provisioning, patching, image creation, and operational activities to increase efficiency and reliability.
  • Participate in system hardening, security patching, and vulnerability remediation efforts.
  • Ensure all infrastructure aligns with organizational compliance, audit, and change-management standards.
  • Contribute to modernization initiatives including container platforms; exposure to Kubernetes is highly valuable.
  • Participate in after-hours maintenance or support as needed.

Supervisory Responsibilities

  • No direct reports, but expected to mentor peers, provide technical guidance, conduct knowledge sharing, and influence engineering standards.

Qualifications

Professional Experience

  • 7+ years of Windows Server engineering and enterprise infrastructure support.
  • 2–3+ years supporting hybrid environments (on-prem + AWS).
  • Must have originated from a true infrastructure background—not purely DevOps-focused roles.

Platform & Solution Expertise

  • Strong experience with:
    • Windows Server administration
    • VMware virtualization technologies
    • AWS (EC2, networking, hybrid integrations)
  • Proven ability to build automated, reliable, and secure infrastructure solutions using IaC and CI/CD pipelines.
  • Experience with Kubernetes or container ecosystems considered a plus.

Technical Skills

  • Windows Server 2016/2019/2022 administration (advanced level).
  • Infrastructure-as-Code & automation tools:
    • Terraform
    • Ansible
    • Jenkins
    • Packer / AMI image management
  • VMware (vSphere, ESXi, vCenter)
  • AWS compute, networking, and hybrid cloud services
  • PowerShell scripting; Python or Bash scripting preferred
  • Active Directory / Group Policy
  • Networking fundamentals (TCP/IP, DNS, DHCP, VLANs, firewalls, load balancers)
  • Vulnerability remediation and patch management experience
  • Kubernetes or container experience (preferred)

Education

  • Bachelor’s degree in Computer Science, IT, or a related field preferred
  • Equivalent experience accepted

Certifications (Preferred)

  • Microsoft: Windows Server or Azure certifications
  • VMware: VCP-DCV or comparable
  • AWS: Solutions Architect – Associate or similar
  • Terraform, Ansible, or other automation-focused certifications

Additional Profile Notes

  • Ideal candidates have 8–10 years of hands-on infrastructure engineering experience.
  • Must be strong across at least two or three key domains such as Terraform, Ansible, Jenkins, Kubernetes, and AWS.
  • Expected to lead automation and innovation initiatives across Windows, VMware, storage, and broader infrastructure areas.
  • Must be able to design solutions, build automation, and then hand off stable, documented work to ongoing operations teams.


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