Technology Systems & Support Supervisor

School Health Corporation

. Design, configure, administer, and secure physical and virtual Windows Server environments using VMware, Hyper-V, and Azure .

Posted 10/15/2026full-timeRolling Meadows • Illinois • United StatesMid-LevelSenior💰 $62,007 - $96,015 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing and securing Windows Server environments, network infrastructure, and Microsoft 365/Azure administration while leading and developing a helpdesk team to meet service level objectives.

Highest-signal resume keywords

Windows Server AdministrationMicrosoft 365 AdministrationNetwork Infrastructure ManagementTeam LeadershipITIL Foundations Certification

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Windows ServerVMwareHyper-VAzureMicrosoft 365Azure Active DirectoryIntune MDMExchange OnlineSonicWall FirewallsBackup and Disaster Recovery

Soft Skills

Clear CommunicationDetail-OrientedTroubleshootingCoachingPerformance Feedback

Tools & Technologies

VPNsVLANsWireless NetworkingTechnical DocumentationRunbooks

Certifications & Qualifications

ITIL Foundations Certification

Industry Keywords

IT OperationsService Level ObjectivesIncident ResponseInfrastructure ImprovementBudget Planning

Tech Stack

Tools & technologies

AzureFirewallsVMware

About the role

Key responsibilities & impact

Design, configure, administer, and secure physical and virtual Windows Server environments using VMware, Hyper-V, and Azure
Manage network infrastructure including switches, routers, SonicWall firewalls, VLANs, VPNs, and wireless
Administer Microsoft 365, Azure Active Directory/Entra ID, Intune MDM, Exchange Online, and SharePoint
Own backup and disaster recovery testing, documentation, and integrity reporting
Plan and execute patching cycles and maintenance windows with minimal business disruption
Maintain security posture across endpoints, firewall rules, access controls, and incident response
Supervise, coach, and develop Helpdesk Analysts, including performance feedback and career growth conversations
Ensure the helpdesk team meets service level objectives and response targets
Serve as senior escalation point for complex or high-priority incidents
Keep the IT Operations Manager informed of recurring issues, risk areas, and improvement opportunities
Build and maintain technical documentation, including runbooks, topologies, SOPs, and training materials
Identify and recommend technology solutions aligned with business strategy
Participate in infrastructure and process improvement projects
Assist with budget planning, vendor renewals, and software licensing

Requirements

What you’ll need

5–7 years of progressive IT experience
At least 2 years in a supervisory or team lead capacity
Hands-on expertise in Windows Server, networking fundamentals, and Microsoft 365/Azure administration
Comfortable owning infrastructure and leading people
Strong troubleshooting instincts and comfort working through problems where the answer isn't obvious
Clear, direct communicator who can translate technical issues for non-technical stakeholders
Detail-oriented and thorough, with follow-through and work verification
Bachelor's degree in Information Technology, Computer Science, or a related field; equivalent experience considered
ITIL Foundations certification recommended
On-site availability in Rolling Meadows, IL
Occasional after-hours maintenance windows
Ability to lift and carry up to 50 lbs

Benefits

Comp & perks

401(k) eligible
Full benefits package (medical, dental, vision, and more)
PTO and paid holidays