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Supervisor of Technology Support Services

Cheshire Public Schools
Cheshire, CT Full Time
POSTED ON 1/1/2026
AVAILABLE BEFORE 1/30/2026

Supervisor of Technology Support Services


Position Overview:

To directly supervise employees and manage technology resources in order to deliver the highest level of support to all technology users in the Cheshire Public Schools.  


Essential Performance Responsibilities:

  • Supervising a staff of fiveTechnology Assistants (union) by assigning work, providing feedback, approving hours worked and managing absence requests.
  • Technical administration of all software applications:
  • Google Admin Console
  • Windows Active Directory and Policy Management
  • Mutualink automated emergency response solution
  • Mitel/Micollab phone system and server
  • Maintenance and IT Direct ticketing system
  • Food Service (Mosaic)
  • PowerSchool, Chromebook and iPad management, etc.


Technical administration of all district hardware including:

  • Mitel/Micollab phone system and server
  • Fleet of over 4,000 chromebooks
  • Windows desktop PCs and laptops
  • Smart Interactive whiteboards and projectors
  • iPads and JAMF MDM software
  • MultiFunction printers using PaperCut
  • Develop and maintain documentation regarding troubleshooting and repair procedures
  • Maintain an accurate list of equipment at all locations using inventory tracking tool
  • Other duties and responsibilities as assigned by the Director of Technology Services.

 

Travel Requirements:


  • Travel to all school district locations as necessary including transporting technology equipment


Knowledge, Skills and Abilities:


  • Ability to carry out instructions furnished in written or oral form, and to work with minimum supervision.
  • Ability to problem-solve and prioritize a variety of support questions and satisfy user needs.
  • Possesses strong teamwork and consensus-building skills.  Maintains cooperative working relationships within the team and organization. 
  • Extensive knowledge of sound practices in device and network maintenance. 
  • Time management is essential to effectively organize and prioritize the multitude of situations that arise each day.
  • Ability to supervise employees and provide clear direction, goals and objectives in a proactive, effective and respectful manner.
  • Ability to train employees and lead them through changes in procedures, etc.


Physical and Mental Demands, Work Hazards:


  • Works in standard office and school building environments. Ability to transport equipment in your personal vehicle up to 40 lbs.


Qualifications Profile:


Any combination of education and experience providing the required skill and knowledge for successful performance would be qualifying. Typical qualifications would be equivalent to:


  • Experience as an active contributor in a technology team environment
  • High School diploma (minimum), technical school, college graduate or equivalent working experience.
  • Training and successful related experience in computer hardware, software and network use, troubleshooting and repair.
  • A certification and networking certifications are a plus.
  • Motor Vehicle Operator's License and ability to provide own transportation


Reports to:  Director of Technology Services

Salary:  Commensurate with experience

To Apply:

Please apply online at www.applitrack.com/cheshire/onlineapp OR www.cheshire.k12.ct.us  Click on Job Opportunities.

Cheshire Public Schools reserves the right to close the posting when a suitable applicant is found before the closing date.



Salary.com Estimation for Supervisor of Technology Support Services in Cheshire, CT
$185,435 to $227,555
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