Technology Systems & Support Supervisor

School Health CorporationRolling Meadows, IL
Onsite

About The Position

The Technology Systems & Support Supervisor owns the day-to-day operation and reliability of our server, network, and cloud infrastructure while directly leading a small helpdesk team. You'll be the person who can drop into a complex firewall issue in the morning and coach a team member through a tough support call in the afternoon. This is not a helpdesk manager role. And it's not a pure infrastructure engineer role. It's both! And that's exactly what makes it interesting. You'll report to the Business Systems & IT Operations Manager and play a key role in shaping how technology runs and improves across the organization.

Requirements

  • 5–7 years of progressive IT experience, with 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, you follow through and verify your work
  • Bachelor's degree in Information Technology, Computer Science, or a related field; equivalent experience considered
  • Must be able to lift and carry up to 50 lbs

Nice To Haves

  • ITIL Foundations certification recommended

Responsibilities

  • Design, configure, administer, and secure Windows Server environments. Physical and virtual (VMware/Hyper-V/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, this is including: 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 team consistently meets service level objectives and response targets
  • Step in as the senior escalation point for complex or high-priority incidents that require your level of expertise
  • Keep 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 that align with business strategy
  • Participate in infrastructure and process improvement projects
  • Assist with budget planning, vendor renewals, and software licensing

Benefits

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