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Senior Windows System Engineer

  • Senior Windows System Engineer job type Posted on: Oct 30, 2026
  • Senior Windows System Engineer experience level Insight Global
  • Senior Windows System Engineer employment type Charlottesville, Virginia
  • Senior Windows System Engineer salary Salary: $90,000 per year
  • Senior Windows System Engineer employment type Remote
  • Senior Windows System Engineer salary Full-time

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Job Title :

Senior Windows System Engineer

Job Type :

Full-Time

Job Location :

Charlottesville Virginia United States

Remote :

Yes

Jobcon Logo Job Description :

Duration: 3-Year Term (Converting Position)Salary: $90,000-$95,000 upon conversionLocation: 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 workMust-Haves7+ years of Microsoft infrastructure/systems engineering experienceAdvanced Windows Server engineering experienceStrong Active Directory administration and troubleshooting experienceMicrosoft Entra ID (Azure AD) and Hybrid Identity experienceMicrosoft 365 and Exchange Online/Hybrid Exchange experienceAdvanced PowerShell scripting and automation experienceStrong networking fundamentals including DNS, DHCP, routing, switching, firewalls, VPNs, VLANs, and certificatesVMware, Hyper-V, clustered environments, or virtualization experienceSAN storage experienceBackup and disaster recovery experienceEnterprise infrastructure project ownership from design through implementationAbility to serve as a senior escalation point and troubleshoot across multiple infrastructure layersExperience with physical server hardware and data center infrastructureCapacity planning and infrastructure lifecycle managementPlussesVeeam Backup & Replication experienceMail flow and Exchange administrationDell server or Dell SAN infrastructure experienceAzure Stack HCI experienceWindows Server Failover Clustering experienceMeraki networking experienceAzure Arc and Azure Automation exposureIIS administration experienceSQL Server infrastructure support experienceFreshservice workflow automation experienceExperience in higher education, utilities, healthcare, financial services, or large enterprise environmentsDay-to-DayDesign and implement enterprise infrastructure solutions across primarily on-prem and hybrid environmentsManage and support Windows Server environmentsMaintain Active Directory, Entra ID, and hybrid identity servicesAdminister Exchange Online, hybrid Exchange, and mail flow environmentsBuild and enhance PowerShell automation solutionsManage server hardware, virtualization, storage, and clustered infrastructureSupport SAN storage and disaster recovery initiativesOversee backup and recovery engineering using VeeamTroubleshoot networking issues within Meraki and enterprise environmentsPerform root cause analysis for complex infrastructure incidentsParticipate in infrastructure upgrades, migrations, and capacity planningCoordinate with vendors and internal IT teams on infrastructure projectsRack and deploy hardware within the data center as neededServe as a senior escalation resourceApproximately 70% project-based engineering and 30% operational supportJob DescriptionInsight 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.

Jobcon Logo Position Details

Posted:

Oct 30, 2026

Reference Number:

10440_4480286156

Employment:

Full-time

Salary:

$90,000 per year

City:

Charlottesville

Job Origin:

APPCAST_CPC

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Duration: 3-Year Term (Converting Position)Salary: $90,000-$95,000 upon conversionLocation: 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 workMust-Haves7+ years of Microsoft infrastructure/systems engineering experienceAdvanced Windows Server engineering experienceStrong Active Directory administration and troubleshooting experienceMicrosoft Entra ID (Azure AD) and Hybrid Identity experienceMicrosoft 365 and Exchange Online/Hybrid Exchange experienceAdvanced PowerShell scripting and automation experienceStrong networking fundamentals including DNS, DHCP, routing, switching, firewalls, VPNs, VLANs, and certificatesVMware, Hyper-V, clustered environments, or virtualization experienceSAN storage experienceBackup and disaster recovery experienceEnterprise infrastructure project ownership from design through implementationAbility to serve as a senior escalation point and troubleshoot across multiple infrastructure layersExperience with physical server hardware and data center infrastructureCapacity planning and infrastructure lifecycle managementPlussesVeeam Backup & Replication experienceMail flow and Exchange administrationDell server or Dell SAN infrastructure experienceAzure Stack HCI experienceWindows Server Failover Clustering experienceMeraki networking experienceAzure Arc and Azure Automation exposureIIS administration experienceSQL Server infrastructure support experienceFreshservice workflow automation experienceExperience in higher education, utilities, healthcare, financial services, or large enterprise environmentsDay-to-DayDesign and implement enterprise infrastructure solutions across primarily on-prem and hybrid environmentsManage and support Windows Server environmentsMaintain Active Directory, Entra ID, and hybrid identity servicesAdminister Exchange Online, hybrid Exchange, and mail flow environmentsBuild and enhance PowerShell automation solutionsManage server hardware, virtualization, storage, and clustered infrastructureSupport SAN storage and disaster recovery initiativesOversee backup and recovery engineering using VeeamTroubleshoot networking issues within Meraki and enterprise environmentsPerform root cause analysis for complex infrastructure incidentsParticipate in infrastructure upgrades, migrations, and capacity planningCoordinate with vendors and internal IT teams on infrastructure projectsRack and deploy hardware within the data center as neededServe as a senior escalation resourceApproximately 70% project-based engineering and 30% operational supportJob DescriptionInsight 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.

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