Windows Server Engineer - Cloud

Chicago, IL

NO SPONSORSHIP - NO OPT

Windows Server Engineer - Cloud

Chicago, IL - 3 days on site

Salary - $150 - $160K

Seeking a Windows Server Engineer to administer and enhance our Windows server infrastructure both on-premises and in the cloud. The successful candidate must have prior experience designing, supporting and administering Windows server environment. Candidate should have thorough hands-on experience working in cloud environments, preferably AWS. Candidate should have experience with infrastructure as code. The candidate will need to have excellent people skills, strong analytical and technical skills for troubleshooting complex issues.

Responsibilities:

Provide Windows system administration, operational support, and problem resolution for Windows Server 2016, 2019 and 2022 environments

Provide support of 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 appropriate corrective action and/or interact with team members or vendors to work through issue resolution

Automate processes to reduce hands on support

Support On call and weekend work

Qualifications

In-depth knowledge of Windows Server 2016, 2019 and 2022 administration and support

Experience with CI/CD tools; Terraform, Ansible, Jenkins and Packer

Experience with PowerShell

System administration experience and knowledge of VMware and administration of virtual Servers

General working knowledge of NAS, SAN, and networking

Active Directory administration experience

Hands-on experience with cloud based architecture especially AWS

Experience with terraform, or other infrastructure as code applications

Experience with build automation a plus

Software deployment experience through SCCM or similar tools is a plus

Vulnerability remediation experience is a plus

Education and/or Experience:

Five or more years of Windows Server installation, operations, administration, and maintenance of physical and virtualized Servers in an enterprise environment

Posted 2025-08-19

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