Chief Technology Officer

SUMMARY

Town educates approximately 420 students and pairs a rich, developmentally attuned program with signature
experiences in engineering thinking, the arts, athletics, and outdoor education. At Town, technology is more than a set of tools. It is part
of the day-to-day experience of teaching, learning, and school life. That commitment has deep roots at Town, which was among the early
independent schools nationally to adopt a 1:1 program.

Town now seeks a chief technology officer (CTO) to start this summer.
Reporting directly to the head of school, the CTO will serve as a senior administrator and lead the school’s technology strategy with a
focus on what matters most in a K–8 community: age-appropriate educational practice, dependable service, and smooth day-to-day operations.
This new role offers meaningful room to shape how technology is chosen, supported, and communicated so that it remains purposeful and
age-appropriate for boys, and dependable and easy to use for faculty, staff, and families. The successful candidate will bring a
community-minded, service-oriented leadership style, sound judgment, and the range to guide educational technology and core systems with
clarity and care, along with the technical grounding to steward secure, reliable infrastructure and responsible risk management. The CTO
will supervise the director of educational technology, the network administrator, and a part-time help desk staff member.

12M &
Ed
Tech Recruiting is running the search on behalf of Town School for Boys. Applications received by March 13 will receive priority review.
For
application instructions and the full job opportunity statement, please visit:

www.EdTechRecruiting.com/jobs/Town/Tech

IMPORTANT
INFORMATION

Priority Deadline: March 13, 2026

Semifinal Round: Mid-to-late March

On-site
Final Round: Week of March 30

Decision Announced: April 16, 2026

Start Date: Summer 2026

Reports To: Head of School

Annual Salary Range: $180,000–$210,000

Classification: Full-time,
Exempt

SPECIFIC DUTIES

Technology Leadership

• Serve as Town’s senior
  technology leader, reporting to the head of school and contributing to school-wide planning and decision-making.
• Supervise the
  director of educational technology, the network administrator, and part-time help desk support, setting clear priorities and
  expectations.
• Communicate technology plans and decisions with clarity to faculty, staff, families, and trustees as
  appropriate.
• Model a school-centered approach to technology leadership, grounding decisions in student experience, faculty
  practice, and the daily life of the community.
• Participate actively in school life as a visible member of the community and perform
  other duties as assigned.

Educational Technology

• Provide direction for educational
  technology through the director of educational technology, in close collaboration with division leadership and the director of teaching,
  learning, and innovation.
• Advance faculty support and shared practices for instructional tools in ways that fit Town’s program,
  values, and students’ developmental needs.
• Help the school establish clear, practical guidance for emerging tools, including AI,
  and communicate that guidance effectively to families and faculty.

Systems & Data

• Provide oversight of Town’s core systems environment, including the ongoing stewardship of Veracross after transition.
• Guide
  planning for how key platforms and workflows connect with Veracross over time, coordinating internal stakeholders and vendors as
  needed.
• Promote sound data practices and reporting routines that support daily operations and informed decision-making.

Infrastructure, Security, & Reliability

• Oversee network and systems reliability, lifecycle
  planning, and campus technology needs, including AV and shared spaces.
• Guide cybersecurity, privacy, and risk management practices
  appropriate to a school environment, including readiness planning and vendor oversight.
• Lead technology budgeting and multi-year
  planning for upgrades and replacements.

QUALIFICATIONS

Professional
Qualifications

• Bachelor’s degree required; advanced degree and/or relevant certifications preferred
• 5+
  years of progressive technology leadership experience, including senior-level responsibility for systems, infrastructure, and cybersecurity
  (school or similarly mission-driven environment preferred)
• 5+ years of people management experience, including hiring, coaching,
  and performance management
• Demonstrated experience overseeing network and core systems operations, enterprise platform integrations
  including SIS-related systems, and cybersecurity and risk management, even if prior experience in these areas is not equal
• Experience managing budgets, contracts, and multi-year planning, including refresh cycles and project delivery

Leadership and Personal Qualities

• A collaborative leader who builds shared direction across
  academic and operational teams
• Clear communicator with the ability to translate between technical detail and day-to-day school
  needs
• Sound judgment and disciplined prioritization in a fast-moving environment
• Steady, service-oriented approach that
  supports reliability, responsiveness, and user experience
• Commitment to fostering belonging and leading technology practices that
  support an inclusive community
• Willingness to participate in the life of the school, including occasional schoolwide events outside
  the regular day

TO APPLY

For more information please visit the following link, which contains the job
opportunity statement and complete application instructions.

www.EdTechRecruiting.com/jobs/Town/Tech