Technology Systems & Support Supervisor

Technology Systems & Support Supervisor

School Health Corporation

Rolling Meadows, IL • On-site

$62.01K - $96.02K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 4 days ago


Job description

Technology Systems & Support Supervisor
On-Site | Rolling Meadows, IL
Full-Time | Exempt
About School Health
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. We're a trusted provider of products, programs, and expertise! Our Technology team is a core part of what keeps that mission running every day.
The Role
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.
What You'll Do
On the infrastructure side, you'll 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, you'll 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

What Success Looks Like
  • 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
  • You're a trusted partner to both your team and the broader business - not just a ticket resolver

What We're Looking For
  • 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
  • ITIL Foundations certification recommended

Compensation
Salary Range: $62,006.50 - $96,015.48 annually
Classification: Exempt (Salaried)
Benefits
  • 401(k) eligible
  • Full benefits package (medical, dental, vision, and more)
  • PTO and paid holidays

Work Location & Requirements
  • 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

If you're someone who takes ownership, sweats the details, and genuinely enjoys solving hard problems - while also getting satisfaction from helping a team do their best work - this role was built for you.



Frequently asked questions

Q: What skills or qualities help someone succeed as a Systems Manager?

A: To succeed as a Systems Manager, key technical skills include proficiency in IT service management frameworks (e.g., ITIL), knowledge of cloud computing platforms (e.g., AWS, Azure), and expertise in network and system administration tools (e.g., Ansible, Puppet). Soft skills such as strong communication, problem-solving, and leadership abilities are also crucial, as Systems Managers must collaborate with cross-functional teams, analyze complex technical issues, and make informed strategic decisions. By combining these technical and soft skills, Systems Managers can effectively manage and optimize IT systems, drive business growth, and advance their careers in the field.

Q: What is the career path for a Systems Manager?

A: A Systems Manager's typical career progression involves starting as a Systems Administrator or IT Support Specialist, then advancing to a Senior Systems Administrator or IT Team Lead, and eventually becoming a Systems Manager or IT Operations Manager. Key opportunities for skill development include learning about cloud computing, cybersecurity, and data analytics, as well as developing leadership and project management skills to oversee teams and implement large-scale system upgrades. Long-term career prospects for a Systems Manager may include transitioning into a Chief Information Officer (CIO) or Chief Technology Officer (CTO) role, or pursuing a career in IT consulting or management.



School Health Corporation job posting for a Technology Systems & Support Supervisor in Rolling Meadows, IL with a salary of $62,007 to $96,015 Annually and benefits including Medical, Vision, Dental, PTO, and Retirement with a map of Rolling Meadows location.