JOBSEARCHER

Server Administrator

Job title: - Window Server Upgrade/ AdminLocation: - Lutz, FL 33549 | ONSITE JOBDuration: - 8 - 12-month contract (Possible for Extension)PAYRATE: $55-58 PER HOUR ON W2Highschool diploma and Experience requiredCore Windows Server Upgrade SkillsProven experience performing in‑place upgrades from Windows Server 2016 to 2019 and/or 2022Strong understanding of Windows Server upgrade paths, edition compatibility, and licensing implicationsAbility to assess and remediate pre‑upgrade blockers (deprecated roles, drivers, legacy applications)Hands‑on experience reviewing and resolving setupact.log / setuperr.log issuesKnowledge of supported .NET, PowerShell, and role dependencies across Windows Server versionsExperience validating post‑upgrade OS health (services, roles, performance, event logs)VMware vSphere & Virtual Machine OperationsExperience working with VMware vSphere / ESXi virtual machinesAbility to safely perform:VM snapshots (pre‑upgrade and rollback planning)Disk space checks and expansion if requiredVMware Tools verification and upgradesUnderstanding of vCPU, memory, and virtual hardware compatibility with newer Windows Server versions Pre‑Upgrade Planning & Risk MitigationAbility to:Run and interpret Windows Upgrade Readiness checksVerify application and vendor support for target OSConfirm backup validity and recovery optionsExperience documenting:Upgrade plansRollback proceduresSuccess criteria and validation stepsFamiliarity with change management and maintenance window executionApplication & Role AwarenessExperience upgrading servers with common roles such as:Active Directory Domain Services (non‑FSMO or with coordination)DNS / DHCPIISFile & Print ServicesSQL Server (OS upgrade support validation)Ability to identify workloads not suited for in‑place upgrade and recommend alternativesSecurity & Compliance ConsiderationsUnderstanding of TLS, cipher, and security baseline changes between Server 2016 and newer versionsAbility to validate:Antivirus / EDR compatibility post‑upgradeGPO and local policy behaviour after upgradeFeel free to forward my email to your friends/colleagues who might be available. We do offer a referral bonus! Thank you for your time and consideration. I am looking forward to hearing from you.