Telecommute Senior Systems Administrator

Senior Systems Administrator Oak Brook, IL – Onsite CDW Contract Coworker – 6 months CDW is seeking a Senior Systems Administrator to support a cloud-first, hybrid infrastructure environment. This hands-on role focuses on Microsoft Azure, Microsoft 365, VMware, endpoint management, network infrastructure, incident escalation, automation, and operational continuity across a distributed multi-site organization. Responsibilities Administer and optimize Azure, Microsoft 365, VMware, Active Directory/Entra ID, domains, certificates, backup/recovery, and monitoring. Lead escalations for complex infrastructure incidents, including restoration, root-cause analysis, corrective actions, upgrades, and cutovers. Support Intune, Delinea / Secret Server, Fortinet, Cisco Meraki, Samsung Knox, Cradlepoint, PaperCut, and related infrastructure services. Use PowerShell, infrastructure-as-code, templates, and automation to improve consistency and repeatability. Mentor administrators, maintain runbooks/documentation, and coordinate technical vendors and managed-service providers. Required Qualifications ~10 years of experience with significant hands-on Microsoft Azure infrastructure management experience. ~ Microsoft 365 administration experience, including SharePoint, Exchange, Entra ID, Purview, and Copilot. ~ Microsoft Intune and Broadcom VMware administration experience. ~ Experience with Delinea / Secret Server, Fortinet, Cisco Meraki, Samsung Knox, and Cradlepoint. ~ Experience with domain/certificate management and PaperCut/cloud printing. ~ Ability to lead complex troubleshooting, root-cause analysis, incident mitigation, and technical coordination. ~ Understanding of Data/AI with an AI-minded approach to process management, generative AI, and system monitoring. Preferred Qualifications ~ Experience with Seagull BarTender Cloud label software. Bring your Azure depth, broad Microsoft infrastructure experience, and hands-on leadership to a senior engineering role.