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Lead Infrastructure Innovation & Automation Engineer
Lead Infrastructure Innovation & Automation EngineerAddison Group • Chicago, IL, US
Lead Infrastructure Innovation & Automation Engineer

Lead Infrastructure Innovation & Automation Engineer

Addison Group • Chicago, IL, US
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  • [job_card.full_time]
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Job Description

Job Description

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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