Lead Windows System Administrator
Role details
Job location
Tech stack
Job description
OperationsInformation TechnologyAutomationProject ManagementGovernanceRoot Cause AnalysisMicrosoft OfficeFull Stack DevelopmentSQL (Programming Language)ScriptingComputer ScienceMicrosoft SharePointMicrosoft AzureMicrosoft SQL ServersBusiness OperationsWindows PowerShellDatadogCI/CDActive DirectoryAzure Command-Line Interface (Azure CLI)TerraformAzure Active DirectoryPerformance TuningPlatform As A Service (PaaS)System AdministrationBusiness ValuationOn PremIncident ResponseConfiguration ManagementVMware VSphereInformation Technology Infrastructure LibraryMicrosoft 365Dynamic Host Configuration Protocol (DHCP)SolarWindsAzure DevOpsInfrastructure As A Service (IaaS)VirtualizationBusiness TransformationAzure Cloud ServicesMicrosoft Windows Server AdministrationVMware ESX ServersVMware vCenterGroup PolicyWindows System AdministrationVMware InfrastructureEndpoint ManagementPatch ManagementVeeamInfrastructure AutomationDistributed File SystemsControl Objectives For Information And Related Technology (COBIT)BigFix (Endpoint Management Software)Distributed Resource SchedulerVision Insurance
Requirements
Position Overview We're seeking a talented Lead Windows System Administrator with deep expertise in Microsoft and VMware technologies, Azure cloud services, and Microsoft 365 to join our dynamic team that manages the core infrastructure driving business operations. In this role, you'll support both on-premises and cloud environments, play a key part in infrastructure projects, and ensure the ongoing security, stability, and performance of our systems. The Windows Administration Team is responsible for maintaining and advancing Burlington's Microsoft ecosystem - including Active Directory, M365, SharePoint Online, SQL, and the broader Microsoft Collaboration Suite. In addition, the team supports key service platforms such as VMware, compute, storage, backup, and other critical infrastructure technologies. This position requires participation in an on-call rotation and offers a primarily remote schedule, with on-site presence approximately 4 days per month or as needed based on project or support needs. A Day in the Life * Design and implement hybrid infrastructure solutions using Azure IaaS/PaaS and on-prem vSphere * Manage Azure services (VMs, networking, storage accounts, Azure AD, backup, monitoring) * Oversee VMware infrastructure (vCenter, ESXi hosts, HA/DRS clusters, vSAN) * Administer enterprise storage platforms * Automate system tasks using PowerShell, Azure CLI, or Terraform * Lead incident response, root cause analysis, and performance tuning * Collaborate with security and networking teams to enforce compliance and governance * Participation in an on-call rotation is required, and as-needed based on project/support requirements. * Mentor junior administrators and contribute to infrastructure roadmaps You'll Come With * Bachelor's degree in Computer Science, Information Technology, or a related field preferred * 5 years of experience in systems administration with Windows Server administration experience (2016,2019, 2025) * Experience in Active Directory, Azure AD and Microsoft 365 administration * Expertise with VMware (ESXi, vCenter, vSphere) and virtualization best practices. * Solid understanding of core infrastructure services: DNS, DHCP, DFS, IIS, Group Policy, RDS. * Experience with Microsoft SQL database infrastructure. * Experience with Azure cloud services and Azure DevOps (CI/CD pipelines, infrastructure automation). * Expertise with Veeam Backup and Replication Suite, including VeeamOne. * Expert PowerShell scripting skills for automation and configuration management. * Experience with security best-practices, patch management, and compliance standards. * Expertise with server hardware (e.g. Cisco, HP rack-mounted and blade systems). * Extensive experience with shared storage platforms and concepts * Working knowledge of monitoring and endpoint management tools (e.g., BigFix, Datadog, SolarWinds). * Familiarity with ITIL, COBIT, and project management methodologies.
Skills
microsoft, Microsoft 365, Azure, Cloud, Vmware, Active directory, sharepoint online, windows, powershell, sql, microsoft office, compute, storage, backup, windows server administration
Top Skills Details
microsoft,Microsoft 365,Azure,Cloud,Vmware,Active directory,sharepoint online,windows,powershell
Additional Skills & Qualifications
Key skills include engineering experience, strong VMware expertise, Azure, and PowerShell proficiency for automation. proficiency in PowerShell is necessary for the automation efforts within their environment. engineering experience who is also willing to do some admin work, and highlighted that VMware expertise is particularly important for this Windows role, to round out the team Strong engineering experience particularly in the Microsoft cloud and VMware