Window Server Upgrade

Accede Solutions Inc

Lutz, FL

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JOB DETAILS

SKILLS

Antivirus, Change Management, DHCP (Dynamic Host Configuration Protocol), DNS (Domain Name System), Data Recovery, Documentation, File and Print Sharing, Hardware Virtualization, Healthcare, Licensing, Machining Operations, Memory Hardware, Microsoft .NET, Microsoft Active Directory, Microsoft SQL Server DBA (Database Administration), Microsoft Windows Operating System, Microsoft Windows Server, Microsoft Windows System Administration, Operating Systems, Risk Management, SSL-TLS (Secure Socket Layer - Transport Layer Security), Systems Administration/Management, VMWare, VMWare ESX/ESXi, VMWare vSphere, Virtual Machine (VM), Windows PowerShell

LOCATION

Lutz, FL

POSTED

30+ days ago

Title: Window Server Upgrade
Location - Lutz, FL
Shift Timing: Monday - Friday 8 AM -5 PM EST
Duration: 8-12 month contract

Highschool diploma and Experience required

Complete Description:
Core Windows Server Upgrade Skills
- 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) VMware vSphere & Virtual Machine Operations
- Experience working with VMware vSphere / ESXi virtual machines

Ability to safely perform:
- VM snapshots (pre upgrade 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
Pre Upgrade 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 (non FSMO or with coordination)
- DNS / DHCP
- IIS
- File & Print Services
- SQL Server (OS upgrade support validation)
- Ability to identify workloads not suited for in place 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 post upgrade
- GPO and local policy behavior after upgrade

About the Company

Accede Solutions Inc

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