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Window Server Upgrade

Careers Integrated Resources Inc Lutz, FL (Onsite) Contractor
Job title:- Window Server Upgrade
Location:- Lutz, FL 33549
Duration:- 8-12 months contract
M-F 8am -5 pm M - F
Video teams Interview 
Mid-Level 2-4 yrs. 


Job Description:-
Highschool diploma and Experience required
 
Core Windows Server Upgrade Skills
  • Proven experience performing inplace 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 preupgrade blockers (deprecated roles, drivers, legacy applications)
  • Handson experience reviewing and resolving setupact.log / setuperr.log issues
  • Knowledge of supported .NET, PowerShell, and role dependencies across Windows Server versions
  • Experience validating postupgrade OS health (services, roles, performance, event logs)
 
VMware vSphere & Virtual Machine Operations
  • Experience working with VMware vSphere / ESXi virtual machines
  • Ability to safely perform:
    • VM snapshots (preupgrade and rollback planning)
    • Disk space checks and expansion if required
    • VMware Tools verification and upgrades
  • Understanding of vCPU, memory, and virtual hardware compatibility with newer Windows Server versions
PreUpgrade Planning & Risk Mitigation
  • Ability to:
    • Run and interpret Windows Upgrade Readiness checks
    • Verify application and vendor support for target OS
    • Confirm backup validity and recovery options
  • Experience documenting:
    • Upgrade plans
    • Rollback procedures
    • Success criteria and validation steps
  • Familiarity with change management and maintenance window execution
Application & Role Awareness
  • Experience upgrading servers with common roles such as:
    • Active Directory Domain Services (nonFSMO or with coordination)
    • DNS / DHCP
    • IIS
    • File & Print Services
    • SQL Server (OS upgrade support validation)
  • Ability to identify workloads not suited for inplace upgrade and recommend alternatives
 
Security & Compliance Considerations
  • Understanding of TLS, cipher, and security baseline changes between Server 2016 and newer versions
  • Ability to validate:
    • Antivirus / EDR compatibility postupgrade
    • GPO and local policy behavior after upgrade
       
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Job Snapshot

Employee Type

Contractor

Location

Lutz, FL (Onsite)

Job Type

Other

Experience

Not Specified

Date Posted

04/13/2026

Job ID

26-08855

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