Demo

IT Support Specialist

Cobalt Extensions
Chicago, IL Full Time
POSTED ON 4/8/2026
AVAILABLE BEFORE 5/6/2026

Company: Cobalt Extensions

Time Requirement: Full Time

Location: Field-based (Local Travel Required)

Salary: $55,000 – $65,000 per year (Performance-based growth opportunities)

About Cobalt Extensions

Cobalt Extensions provides specialized IT management and support for Montessori and independent schools. We believe that technology should empower educators, not hinder them. With a growing portfolio of premier educational institutions, we are looking for a dedicated specialist who values technical excellence and human connection in equal measure.

The Role

As our IT Support Specialist, you will be a direct resource on the ground for Cobalt Extensions clients. You won’t just be fixing servers; you’ll be ensuring that teachers can teach and students can learn without digital interruptions. This role requires a "Swiss Army Knife" technician who is comfortable switching between high-level troubleshooting and hands-on hardware/software support.

Key Responsibilities

  • White Glove On-Site & Remote Support: Provide comprehensive hardware and software troubleshooting for students, school staff, and administration.
  • Ecosystem Management: Maintain and optimize Google Workspace, school management software, and classroom devices.
  • Infrastructure Care: Set up, configure, and maintain workstations, printers, interactive displays, and networking equipment.
  • Relationship Management: Act as a primary point of contact for school leadership, delivering technical solutions with a patient, service-oriented mindset.

Qualifications & Requirements

  • Education/Certification: Bachelor’s degree in a relevant field OR equivalent industry certifications (e.g., CompTIA A , Network , Google Workspace Administrator).
  • Citizenship: Must be Authorized to Work in the U.S. 
  • Mobility: Must possess a valid Driver’s License and a reliable vehicle for travel between client sites.
  • Safety: Ability to pass a comprehensive background check (required for working in educational environments).
  • Technical Proficiency: Strong grasp of the Microsoft/Google Suite and general hardware diagnostics and ability to pass technology competency test during interview process
  • Project Management: Strong grasp of general project management including due dates, updates, blockers and utilizing project management software 
  • Physical: Must be able to lift 30 LBs

Core Competencies

  • Self-starter: As the day-to-day contact for the client, you take initiative to understand, document and develop solutions for our clients. 
  • Interpersonal Excellence: You can explain "the cloud" to a preschool teacher and a head of school with equal clarity and kindness.
  • Adaptability: You thrive in the unique, often fast-paced environment of independent schools.
  • Problem-Solving: You don't just fix the symptom; you find the root cause.
  • Communication: You not only keep the clients informed but also the internal team at Cobalt is apprised of all solutions, issues and tickets. 



Why Join Us?

At Cobalt Extensions, you aren't just a number in a massive MSP. You are a foundational member of a growing team. We offer a competitive starting salary with a clear pathway for financial and professional growth as our client base expands and your performance excels. We are searching for someone who believes in the mission and will truly care about the clients. 



Company Description
Cobalt Extensions is a technology consulting company that serves not-for-profit independent schools and associations.

Salary : $55,000 - $65,000

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