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Technology Assistant​/Grade 4​/Districtwide

Job in Cheshire, New Haven County, Connecticut, 06408, USA
Listing for: Cheshire Public Schools
Full Time, Contract position
Listed on 2026-06-01
Job specializations:
  • IT/Tech
    IT Support, Systems Administrator, Technical Support
Salary/Wage Range or Industry Benchmark: 29.87 USD Hourly USD 29.87 HOUR
Job Description & How to Apply Below
Technology Assistant / 12 Month Grade 4 / Districtwide

Position Type:

Technology/Technology Assistant

Date Posted:

5/15/2026

Location:

Districtwide

Date Available:

Available Immediately

Closing Date:

Until Filled

 Additional Information:
Show/Hide

TECHNOLOGY ASSISTANT

12 MONTH (GRADE
4) / DISTRICT WIDE

Overview:

Cheshire Public Schools is a K-12 school district with 1:1 devices for students and staff. We are seeking a Technology Assistant to provide a high level of support for these devices using various operating systems, e.g., Windows, Chrome

OS, and iOS along with providing technical assistance to students and staff.

Responsibilities:

* Provide technology user support to staff and students, both onsite and remotely.

* Setup, maintain, troubleshoot, and repair school district PCs, Chromebooks, MAC/OS devices, iPads, Interactive Flat Panels, printers and other devices, ensuring reliability and availability.

* Software installation and troubleshooting

* Assess, Prioritize, Respond to, Complete, and Follow up on technology work orders submitted through our online work order management system.

* As directed, learn/maintain software applications, e.g., Print Management, Data Security and Threat Prevention, Active Directory Users and Policy Management, Wifi Access, IP Phone System.

Qualifications:

* Strong knowledge and experience installing and troubleshooting computer and related equipment

* Solid aptitude and passion for technology and its usage

* Excellent oral communication, written communication, time-management and organizational skills.

* The ability to be a self-starter - self-motivated and able to work with minimal supervision

* Ability to understand and support the software applications used by the district

* Ability to relate to staff members and students in a courteous and effective manner

* Understanding the integration of technology into a classroom or IEP setting and providing the training/support to enhance that experience to improve teaching and learning

Supervised By:

Receives direction from the Supervisor of Technology Support Services, Director of Technology Services and/or the Chief Operating Officer.

Salary:

This is a twelve month position consisting of 35 hours per week. Salary is In accordance with the Agreement Between the Cheshire Board of Education and the Cheshire Educational Secretaries and Technicians United (starting salary $29.87/hr.)

To Apply:

Please apply at

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