Windows Server Engineer

Chicago, Illinois

The Judge Group
Apply for this Job

Direct Hire - $130-$160k + bonus

Hybrid: Chicago, IL (3 days a week on-site)



Our client is seeking a Windows Server Engineer to administer and enhance our Windows server infrastructure both on-premises and in the cloud.


Responsibilities:

  • Provide advanced Windows system administration, operational support, and problem resolution for Windows Server 2016, 2019, and 2022 environments.
  • Support Windows AMIs via pipelines, including experience with Jenkins, Terraform, Ansible, and Packer.
  • Provide break/fix support for Windows Server OS and third-party application issues.
  • Troubleshoot hardware and software problems, take corrective action, and collaborate with team members or vendors for issue resolution.
  • Automate processes to reduce manual support.
  • Participate in patching and vulnerability remediation as needed.
  • Adhere to Change Management process.
  • Comply with all audit, compliance, and regulatory requirements.
  • Support on-call and weekend work.

Technical Skills:

  • In-depth knowledge of Windows Server 2016, 2019, and 2022 administration and support.
  • Experience with CI/CD tools such as Terraform, Ansible, Jenkins, and Packer.
  • Proficiency in PowerShell commands and scripts.
  • System administration experience and knowledge of VMware and virtual server administration.
  • General working knowledge of NAS, SAN, and networking.
  • Active Directory administration experience.
  • Hands-on experience with cloud-based architecture, especially AWS.
  • Experience with infrastructure as code applications like Terraform.
  • Experience with build automation is a plus.
  • Software deployment experience through SCCM or similar tools is a plus.
  • Vulnerability remediation experience is a plus.
  • Seven or more years of experience in Windows Server installation, operations, administration, and maintenance of physical and virtualized servers in an enterprise environment.
Date Posted: 24 April 2025
Apply for this Job