Chief Technology Officer

About the role

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.

Responsibilities

• Report directly to the head of school and contribute to school-wide planning and decision-making.
• Serve as Town’s senior technology leader.
• 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.
• 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.
• 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.
• 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

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

Skills

Not specified.

Benefits

Not specified.

Pay

$180,000 - $210,000

Schedule

Full-time, Exempt