Windows System Administrator

Role:
System Administrator

Location:

Remote

6 Months Contract

We are seeking a skilled System Administrator with hands‑on experience in Windows Server upgrades and migrations, specifically transitioning from Windows Server 2016 to Windows Server 2022. The ideal candidate will play a key role in planning, executing, and supporting enterprise server upgrade initiatives while ensuring minimal downtime and high system performance.

• Lead and execute Windows Server upgrade projects from 2016 to 2022
• Perform server migration, installation, configuration, and deployment activities
• Conduct pre‑upgrade assessments, compatibility checks, and risk analysis
• Manage Active Directory, DNS, DHCP, and other core Windows services
• Coordinate with network, application, and infrastructure teams for seamless migration
• Perform patching, performance tuning, and system optimization
• Ensure data integrity, backup validation, and disaster recovery readiness
• Troubleshoot and resolve server‑related issues during and post migration
• Document configurations, processes, and migration procedures

• 5 years of experience in Windows System Administration

• Strong hands‑on experience with:

  • Windows Server 2016 & 2022

  • Server upgrade & migration strategies (in‑place / side‑by‑side)

  • Active Directory, Group Policies, DNS, DHCP

• Strong SCCM/Intune experience

• OS imaging (rolling out new OS versions to laptops and VMs)

• Patch automation and management (create automation for most of our applications in our environment)

• Device management (Configuration policies, OS updates, etc..)

• Strong Power Shell scripting knowledge

• VMware/VDI experience

• Friendly and helpful and is willing to teach people below them

• Experience with large‑scale enterprise server migration projects
• Exposure to cloud environments (Azure/AWS)
• Understanding of ITIL processes and change management