Director of Technology

Westport Community Schools; Giffords Corner (MA); On-site; USD 100,000 - 130,000; Full time

Job summary

Westport Community Schools seeks a Director of Technology to guide the district’s technology strategy and operations. You will oversee network infrastructure, data privacy, and the district’s SIS and LMS integrations while driving 1:1 device initiatives and user support.

Collaboration with curriculum and admin teams is essential, with accountability to the Superintendent. Ideal candidates have 5+ years in IT management in K-12 settings, a degree in CS/IT, and relevant certifications; a Master’s

Qualifications

• Bachelor’s degree in CS/IT or related field; Master’s preferred.
• Experience as a District Wide Director of Technology.
• Minimum 5 years IT management with strong networking; K-12 MA experience preferred.
• Certifications such as METAA CTO, CoSN CETL, Cisco CCNA/CCNP or Security+ a plus.

Responsibilities

• Provide strategic direction and district-wide IT management.
• Oversee district network, security, and data center operations.
• Lead privacy, compliance, and vendor contract activities.
• Manage SIS/DESE reporting and 1:1 device initiatives.
• Support staff development and technology integration in classrooms.

Skills

District-wide Director

IT management

Networking

K-12 MA schools experience

Education

Bachelor’s Degree in Computer Science / Information Technology / related field

Master’s Degree preferred

Tools

METAA CTO Certificate

CoSN CETL designation

Cisco CCNA/CCNP

CompTIA Security+

Job description

Westport Community Schools Westport Community Schools - Westport, Massachusetts Open in Google Maps

Director of Technology

Westport Community Schools Westport Community Schools - Westport, Massachusetts Open in Google Maps

Job Details

Job ID: 5937758

Application Deadline: Posted until filled

Posted: Sep 24, 2026 12:00 AM (UTC)

Starting Date: Immediately

Job Description

Reports To: Superintendent of Schools

Supervises: District technology support staff

Job Goal: To provide overall strategic direction, management, and tactical implementation of existing and proposed information technology systems district-wide while aggressively advancing the district’s use of technology.

Performance Responsibilities:

Network and Infrastructure Management: Design, implement, and maintain district-wide network architecture including Local Area Networks (LAN), Wide Area Networks (WAN), Wireless LANs (WLAN), and Virtual LANs (VLAN). Oversee core networking infrastructure including enterprise routers, managed switches, firewalls, load balancers, DNS, DHCP, and secure VPN connections. Lead cyber-incident response planning and network security audits to protect administrative and student data. Manage multi-site connectivity, data centers, virtualization, and backup/disaster recovery strategies.

Massachusetts Compliance and Strategic Leadership: Serve as the district's Data Privacy Officer, ensuring compliance with M.G.L. c. 93H (Data Privacy), Massachusetts student record regulations (603 CMR 23.00), and national standards (FERPA/COPPA). Manage vendor contracts and enforce the use of the Massachusetts Student Data Privacy Alliance (MSDPA) registry for all digital resources. Author and update the district’s Multi-Year Technology Plan. Lead the district's federal E-Rate program application process to maximize funding for broadband and network hardware. Supervise, evaluate, and mentor district IT personnel, network technicians, and external contractors.

Systems and Instructional Integration: Oversee the stability and data integrity of the district's Student Information System (SIS) for DESE SIMS, EPIMS, and SCS state reporting. Collaborate with the curriculum team to ensure network infrastructure seamlessly supports 1:1 device initiative, state-mandated online testing (MCAS), and Learning Management Systems (LMS). Manage Google Workspace for Education accounts and settings for the district.

Operational Support: Provide the technological infrastructure, appropriate technology tools, professional development, and end user support to enable students, teachers, administrators, and support staff members to use technology effectively in teaching, learning, and management of the school affairs. Work directly with teachers to enhance student learning through the implementation and appropriate use of technology and instructional resources in classrooms. Work collaboratively with the Director of Curriculum, or his or her designee, to support and utilize information technology to enhance the district’s capacity to use data for decision making in both instructional and non-instructional settings. Other duties as assigned by the superintendent and/or their designee.

Position Type: Full-time

Salary: $100,000 to $130,000 Per Year

Job Categories:

Administration > Technology

Welcome to Westport Community Schools

Westport Community Schools is a small public school district located in Westport, Massachusetts. Located in southeastern Massachusetts, Westport is a small rural farming community that is also well known for its beaches. There are four schools in the district, dedicated to educating approximately 1850 students. For more information, please visit www.westportschools.org.

Equal Opportunity Employer

It is the policy of the Westport Community Schools to maintain a learningand working environment that is free from harassment, violence ordiscrimination based on actual or perceived race, color, creed, religion,national origin, sex/gender, marital status, homelessness, disability,sexual orientation, gender identity or expression, age, family care leavestatus, pregnancy or any condition related to pregnancy, or military/veteranstatus.

*All appointments are conditional based on a satisfactory CORI and SAFIS Background Check per 603 CMR 51.00. *

Job Requirements

• 1. Bachelor’s Degree in Computer Science, Information Technology, or related field required; Master’s Degree
  preferred.
  2. Previous experience as a District Wide Director of Technology
  3. Minimum of 5 years of progressive IT management experience, with strong hands-on networking expertise,
  ideally in a K-12 Massachusetts public school environment.
  4. METAA (Massachusetts Educational Technology Administrators Association) CTO Certificate or CoSN
  CETL designation is highly desirable. Cisco (CCNA/CCNP), CompTIA Security+, or equivalent network
  certifications are a plus.
  
  The School Committee reserves the right to waive any of the above.
  
• At least 5 year(s) of relevant experience preferred.
• Master degree preferred.
• Citizenship, residency or work visa required

Contact Information

• Human Resources
• 17 Main Road
• Westport, Massachusetts 02790
• Phone: [phone]
• Fax: [phone]
• Email: [e-mail]

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