Technology Systems & Support Supervisor

Technology Systems & Support Supervisor

On-Site Rolling Meadows IL

Full-Time Exempt

School Health has specialized exclusively in the school market for more than 65 years partnering with schools and districts nationwide to support student health safety and wellness. Were a trusted provider of products programs and expertise! Our Technology team is a core part of what keeps that mission running every day.

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. Youll 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 its not a pure infrastructure engineer role. Its both! And thats exactly what makes it interesting.

Youll report to the Business Systems & IT Operations Manager and play a key role in shaping how technology runs and improves across the organization.

On the infrastructure side youll own it end to end:

• 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

On the team leadership side youll be the person the helpdesk counts on:

• 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

And across both sides of the role:

• 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

• Infrastructure runs reliably & secure. Issues are caught early patching is current and backups are verified
• The helpdesk team is supported growing and consistently hitting service level targets
• Complex problems get solved - not just escalated or worked around
• Documentation exists and stays accurate - the next person can pick up where you left off
• Youre a trusted partner to both your team and the broader business not just a ticket resolver

• 57 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 isnt obvious
• Clear direct communicator who can translate technical issues for non-technical stakeholders
• Detail-oriented and thorough you follow through and verify your work
• Bachelors degree in Information Technology Computer Science or a related field; equivalent experience considered
• ITIL Foundations certification recommended

Salary Range: $62006.50 $96015.48 annually

Classification: Exempt (Salaried)

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

• On-site role based in Rolling Meadows IL
• Occasional after-hours maintenance windows are part of the job
• Must be able to lift and carry up to 50 lbs