Senior Windows System Engineer

Duration: 3-Year Term (Converting Position)

Salary: $90,000-$95,000 upon conversion

Location: Hybrid, Charlottesville, VA (Mostly remote with occasional onsite work for installations and data center support)

Schedule: Standard business hours with occasional after-hours maintenance/support work

Must-Haves

• 7+ years of Microsoft infrastructure/systems engineering experience
• Advanced Windows Server engineering experience
• Strong Active Directory administration and troubleshooting experience
• Microsoft Entra ID (Azure AD) and Hybrid Identity experience
• Microsoft 365 and Exchange Online/Hybrid Exchange experience
• Advanced PowerShell scripting and automation experience
• Strong networking fundamentals including DNS, DHCP, routing, switching, firewalls, VPNs, VLANs, and certificates
• VMware, Hyper-V, clustered environments, or virtualization experience
• SAN storage experience
• Backup and disaster recovery experience
• Enterprise infrastructure project ownership from design through implementation
• Ability to serve as a senior escalation point and troubleshoot across multiple infrastructure layers
• Experience with physical server hardware and data center infrastructure
• Capacity planning and infrastructure lifecycle management

Plusses

• Veeam Backup & Replication experience
• Mail flow and Exchange administration
• Dell server or Dell SAN infrastructure experience
• Azure Stack HCI experience
• Windows Server Failover Clustering experience
• Meraki networking experience
• Azure Arc and Azure Automation exposure
• IIS administration experience
• SQL Server infrastructure support experience
• Freshservice workflow automation experience
• Experience in higher education, utilities, healthcare, financial services, or large enterprise environments

Day-to-Day

• Design and implement enterprise infrastructure solutions across primarily on-prem and hybrid environments
• Manage and support Windows Server environments
• Maintain Active Directory, Entra ID, and hybrid identity services
• Administer Exchange Online, hybrid Exchange, and mail flow environments
• Build and enhance PowerShell automation solutions
• Manage server hardware, virtualization, storage, and clustered infrastructure
• Support SAN storage and disaster recovery initiatives
• Oversee backup and recovery engineering using Veeam
• Troubleshoot networking issues within Meraki and enterprise environments
• Perform root cause analysis for complex infrastructure incidents
• Participate in infrastructure upgrades, migrations, and capacity planning
• Coordinate with vendors and internal IT teams on infrastructure projects
• Rack and deploy hardware within the data center as needed
• Serve as a senior escalation resource
• Approximately 70% project-based engineering and 30% operational support

Job Description

Insight Global is seeking a Senior Windows Engineer for a top higher education client. This candidate will join a senior-level infrastructure team responsible for designing, implementing, and supporting enterprise Microsoft infrastructure across primarily on-premises and hybrid environments. The ideal candidate will have deep expertise in Windows Server, Active Directory, Exchange, Entra ID, PowerShell automation, networking, virtualization, storage, disaster recovery, and enterprise infrastructure engineering. This is a true engineering role, not a systems administration position, and will focus heavily on infrastructure projects, architecture, automation, capacity planning, and complex troubleshooting. The engineer will support core Microsoft technologies, clustered infrastructure, SAN storage, backup and disaster recovery solutions, data center operations, and enterprise networking while serving as a senior escalation point and technical leader for critical initiatives.