Job Title

Key ResponsibilitiesThis role supports the Windows Server 2016 Retirement Program, ensuring all servers are upgraded or rebuilt to meet compliance and security standards before the January 2027 end-of-life deadline. The resource will work closely with Platform Engineering, Platform Operations, and application owners to execute upgrade workflows across VMware, Nutanix, Azure, and AWS environments, while adhering to corporate standards for automation, monitoring, and security.Upgrade ExecutionPerform in-place upgrades and new builds for Windows Server 2016 to supported OS versions.Validate upgrade paths and ensure minimal downtime during migrations.Automation & ScriptingRead and understand PowerShell scripts for upgrade automation.Execute automation workflows into Azure DevOps pipelines.Infrastructure IntegrationConfigure servers for compliance with enterprise standards (GPOs, baseline hardening).Ensure integration with management tools: BigFix, Splunk, SCOM, CyberArk.Security EnablementDeploy and validate security agents (CrowdStrike, Morphisec).Confirm adherence to CIS benchmarks and internal security posture requirements.Documentation & ReportingMaintain accurate upgrade logs and configuration documentation.Provide status updates and participate in weekly planning/progress meetings.Preferred QualificationsMicrosoft Certified: Windows Server Hybrid Administrator Associate or similar.Experience in large-scale server migrations and automation projects.Familiarity with ITIL processes and change management