Windows Server Engineer

Role Summary

A Windows Server Engineer is responsible for leading enterprise-wide end-of-support (EOS) remediation and modernizing Windows Server environments within a hybrid infrastructure. This role involves planning and executing upgrades from legacy systems (2008/2012) to the latest Windows Server versions, including Windows Server 2025, while ensuring system stability, security, and readiness for cloud deployment. The position requires collaboration with cross-functional teams to support application migrations, automation, and infrastructure improvements at a senior level.

Responsibilities

- Lead EOS remediation efforts for Windows Server 2008 and 2012 environments. - Plan, coordinate, and execute server upgrade and rehosting strategies to Windows Server 2025. - Assess system vulnerabilities, implement remediation, and ensure security compliance. - Support application migrations across VMware ESXi and AWS EC2 platforms. - Automate server provisioning and configuration using infrastructure-as-code tools such as PowerShell, Terraform, or Ansible. - Collaborate with application and development teams to ensure compatibility during modernization initiatives. - Standardize build, patching, and configuration processes across server environments. - Implement and maintain CI/CD pipelines supporting infrastructure deployment and management. - Improve system performance, operational stability, and resilience through ongoing optimization. - Monitor and manage infrastructure risks, ensuring continuous security and operational compliance.

Qualifications

- Extensive experience with Windows Server administration (2008–2022+), including upgrades and lifecycle management. - Proven track record with OS migrations and infrastructure modernization. - Hands-on experience with VMware ESXi and AWS EC2 cloud platforms. - Strong knowledge of Active Directory, Group Policy, DNS, and patch management procedures. - Proficiency with automation and scripting tools such as PowerShell, Terraform, and Ansible. - Understanding of security hardening, vulnerability assessment, and remediation practices. - Ability to work effectively in a collaborative team environment. - Excellent problem-solving skills and attention to detail. - Availability for on-site work with flexibility to manage project timelines. - Must be legally authorized to work in the United States.