Key Responsibilities
· Upgrade Execution
o Perform in-place upgrades and new builds for Windows Server 2016 to supported OS versions.
o Validate upgrade paths and ensure minimal downtime during migrations.
· Automation & Scripting
o Read and understand PowerShell scripts for upgrade automation.
o Execute automation workflows into Azure DevOps pipelines.
· Infrastructure Integration
o Configure servers for compliance with enterprise standards (GPOs, baseline hardening).
o Ensure integration with management tools: BigFix, Splunk, SCOM, CyberArk.
· Security Enablement
o Deploy and validate security agents (CrowdStrike, Morphisec).
o Confirm adherence to CIS benchmarks and internal security posture requirements.
· Documentation & Reporting
o Maintain accurate upgrade logs and configuration documentation.
o Provide status updates and participate in weekly planning/progress meetings.


Required Skills & Experience
· Technical Expertise
o Strong experience with Windows Server administration (2016/2019/2022).
o Familiarity with VMware, Nutanix, and AWS EC2 environments.
· Automation
o Proficiency in PowerShell scripting and Azure DevOps pipeline integration.
· Tools & Platforms
o Experience with BigFix patching, Splunk monitoring, CyberArk credential management, and SCOM.
· Security
o Knowledge of endpoint security tools (CrowdStrike, Morphisec) and compliance frameworks (CIS).
· Soft Skills
o Ability to collaborate with cross-functional teams and communicate technical details clearly