Chief Technology Officer

Please download the opportunity statement, which contains information about The Windward School and the position, as well as required application materials to prepare in advance.  All applications must be submitted online. Please review the How to Apply section below for further application instructions.

SUMMARY

The Windward School is an outstanding coeducational, independent day school in the New York City Metropolitan Area that serves children with language-based learning disabilities in grades one through nine.  Windward is a large enterprise with three campuses: two are in White Plains, and one is in Manhattan.  Over 400 part-time and full-time faculty and staff work with one primary focus: to help nearly 1,000 students achieve their full potential in preparation for a successful return to a mainstream educational environment.

Beyond its traditional school operations, Windward has an international reputation as being a leader in LD education.  For many years, The Windward Institute and the Windward Teacher Training Program have played a huge role in advancing and improving LD instruction in public school districts and private schools throughout the world.  Other schools have recently launched across the country by following Windward's highly successful playbook.

The chief technology officer (CTO) is a new role that comes at a key time for Windward.  Historically, technology was not a huge component of day-to-day operations at this school where reading and writing instruction was built around physical, analog, and fine-motor methods.  In addition, teacher training was also delivered in-person for many years.  Post pandemic the school has not abandoned its roots, but at the same time recognized that technology has the potential to improve efficiencies and broaden the reach of the program.  With the current head of school now in his fifth year, the technology program will be a cornerstone for the next chapter of this highly regarded educational institution approaching its centennial.  Thus, the CTO will serve in the executive cabinet, which includes six other senior administrators with broad areas of oversight and responsibility.

The CTO will lead a department that currently has seven technology professionals working across the three campuses.  Since the pandemic, the school has also worked with two different managed services providers to backfill support needs, major upgrades, and network engineering.  The CTO will have the opportunity to evaluate staffing needs and departmental structure after joining this dynamic, mission-aligned community.  This new role reports directly to the head of school and starts this summer — or earlier by mutual agreement.

IMPORTANT INFORMATION

• Applications Accepted Starting: January 11, 2024
• Priority Deadline: February 11, 2024
• Application Review by Windward: Approx. late February to late March
• Start Date: Late Spring / Early Summer 2024
• Reports To: Head of School
• Salary Range: $200,000 to $220,000
• Classification: Full-time, Exempt