Windows Server Upgrade Analyst

Qode
Tampa, FL
Job Description
The Windows Server Upgrade Analyst will be responsible for performing in-place upgrades from Windows Server 2016 to 2019 and/or 2022 for a Utilities Company in Tampa, FL. The position requires proven experience in Windows Server upgrades, understanding of upgrade paths, edition compatibility, and licensing implications.

Requirements

  • Proven experience performing in-place upgrades from Windows Server 2016 to 2019 and/or 2022
  • Strong understanding of Windows Server upgrade paths, edition compatibility, and licensing implications
  • Ability to assess and remediate pre-upgrade blockers (deprecated roles, drivers, legacy applications)
  • Hands-on experience reviewing and resolving setupact.log / setuperr.log issues
  • Knowledge of supported.NET, PowerShell, and role dependencies across Windows Server versions
  • Experience validating post-upgrade OS health (services, roles, performance, event logs)
  • Experience working with VMware vSphere / ESXi virtual machines
  • VMware vSphere & Virtual Machine Operations experience
  • Understanding of vCPU, memory, and virtual hardware compatibility with newer Windows Server versions
  • Pre-upgrade planning and risk mitigation experience
  • Understanding of TLS, cipher, and security baseline changes between Server 2016 and newer versions
  • Antivirus / EDR compatibility post-upgrade
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