Head of School Search

Dear Members of the Winston School Community, 

I am writing to provide you this second update regarding our Head of School search. We will provide updates throughout the search, but you can always ask questions or provide comments to me or any member of the Search Committee. That said, please respect that certain aspects of our work will be highly confidential.  

Our search consultant, Eric Peterson of Wickenden Associates, spent a very full and socially distanced day at the Winston School on September 23, meeting with teachers, administrators and a few students during outside recess. Eric’s goal was to learn from us what characteristics we need and desire in our next Head of School. 

We are entering an exciting phase in which we want to hear from you! Eric has drafted an online survey which we are sending to parents, faculty and staff, alumni, and alumni parents. You can find the survey at this link:

Survey (Survery Expired )

This survey has been developed to elicit feedback from all members of the Winston School Community to help inform what we are looking for in our next Head of School. We ask that you complete the survey by close of business on Friday, October 9. All responses will be kept confidential.

Next, the Search Committee will work with Wickenden Associates on our Head of School Opportunity Statement. This document will incorporate what Eric learned while meeting with our community, as well as from the mentioned survey, into a statement as to what we are looking for in our next Head of School.

Once the Opportunity Statement is posted, we will formally begin accepting applicants for the position. The Search Committee will first review applicants on paper, with the active assistance of Eric, and then will meet with a number of interested semifinalists before narrowing the field to two to four finalists. As noted, the identity of all applicants will be confidential at least through the semi-final stage of our search. Finalists will visit campus and meet with our Community, either in person or online, depending on what is needed to ensure everyone’s safety during the COVID-19 pandemic. We will give more details as to the timing of these later stages in a future update.

Thank you again for your support. We will keep you posted.


Leslie Lloyd
Search Committee Chai