Senior Systems Engineer

About the role

About Us (Ensono)

Ensono is an expert technology adviser and managed service provider. As a relentless ally, we accelerate clients’ digital transformation to achieve business outcomes that stand to last. Our dedicated team helps organizations optimize today’s systems across any hybrid environment with services such as consulting, mainframe and application modernization, public cloud migration and cloud-native development. With certified experts in AWS, Azure and Google Cloud and recognized as Microsoft Datacenter Transformation Partner of the Year, Ensono has over 3500+ associates globally and is headquartered in greater Chicago. We care about your success, offering comprehensive strategic and managed services for mission-critical applications. Our Advisory and Consulting services can help upfront with an application strategy or find the right places for your applications – whether it’s public, multi or hybrid cloud, or mainframe. And because we span across all mission-critical platforms, we can meet you wherever you are in your digital transformation journey, with 24/7 support when you need it. We are your relentless ally, flexing with you when challenges emerge so you don’t feel stuck in place. With cross-platform certifications and decades of experience, our technology experts have become an extension of your team so you’re continuously innovating – doing more with less while remaining secure. And that’s just the beginning.

Job Description – Windows L3 System Administrator (Terraform & Cloud Automation)

Job Summary

The Windows L3 System Administrator is responsible for advanced administration, engineering, automation, and support of enterprise Windows Server environments across on-premises and cloud platforms. This role serves as the highest technical escalation point for Windows infrastructure, driving automation through Terraform, supporting cloud-native deployments, ensuring platform stability, and leading complex troubleshooting, migration, and modernization initiatives.

Key Responsibilities

- Provide L3-level support for Microsoft Windows Server environments (2016, 2019, 2022 and later versions).

- Act as the final escalation point for complex Windows OS, Active Directory, and infrastructure-related incidents.

- Design, deploy, and maintain highly available Windows server infrastructures.

- Develop and manage Infrastructure as Code (IaC) solutions using Terraform.

- Create and maintain reusable Terraform modules for cloud and on-premise infrastructure deployments.

- Automate server provisioning, configuration, and infrastructure lifecycle management.

- Support Microsoft Active Directory, Group Policy, DNS, DHCP, DFS, and Windows Failover Clustering.

- Lead Windows OS upgrades, patching, security remediation, and lifecycle management activities.

- Implement and support cloud infrastructure on Azure and AWS using Terraform and automation tools.

- Administer virtualization platforms including VMware and Hyper-V.