Head of School Search

In April 2021, Head of School Bob Riddle announced his plans to step down in July 2022 after 38 years of dedicated service to the School, 13 of them as head. The Board of Trustees has begun to take steps to initiate a search for the next leader of Crossroads School. We have retained an executive search firm and have formed a Trustee Search Committee to find Crossroads’ next head of school who will build upon our remarkable legacy, uphold the unique mission and culture of the School and lead Crossroads in its next chapter.

This webpage will serve as the hub for all information related to our head search, including ongoing updates on the progress of the search and archived communications.

Our Search Firm

Resource Group 175 (RG175)
Crossroads School has retained RG175, a nationally recognized consulting firm that partners with schools to identify, foster and support exceptional leaders who will enable those schools and their students to thrive. RG175 consultants are former long-serving successful heads of school from independent and international schools and help independent and international schools engage in thoughtful, evidence-based discussions to attain the best results. You can read about the firm’s recent completed leadership searches here.
Catherine Hunter and Tom Hudnut are our dedicated search consultants from RG175. They will work closely with our Search Committee to manage the overall search process.

Head of School Search


List of 8 items.

  • Marisol León ’03

  • Trevor Bezdek ’95

  • Juan Carrillo

  • Ann Colburn

  • Bob Friedman

  • Erin Simon ’95

  • Bruce Stern

  • Lanhee Yung

Head of School Search


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  • APRIL 2021

Letters from Head of School Bob Riddle and Board Chair Nada Kirkpatrick Informing the Crossroads Community of Bob’s Departure
Search Committee Confirmed
Community Survey and Small Group Interviews

List of 1 items.

  • MAY 2021

Published Position Statement

List of 1 items.

  • MAY - AUGUST 2021

Candidate Recruitment

List of 1 items.


Semi-Finalist Selection and Interviews

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Finalist Interviews and Campus Visit

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  • DECEMBER 2021

New Head of School Announcement

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  • JULY 2022

New Head of School Begins

Head of School Search

Frequently Asked Questions

List of 4 frequently asked questions.

  • What is the process for selecting a new head of school?

    The Board of Trustees is responsible for overseeing the search for and selection of a new head of school. The Board has created an advisory Search Committee comprising Trustees with a wide range of professional backgrounds and relationships with the School, including current parents, parents of alumni and former faculty and staff. This group will work closely with RG175 throughout the search process and share updates with the Crossroads community.
  • How will the Crossroads community give input around the head of school selection?

    In April 2021, RG175 sent an email to Crossroads parents, employees, Trustees and recent alumni/parents of alumni to share their views on the School’s strengths and challenges as well as the type of leader they wish to see in Crossroads’ next head of school. 

    The search consultants will also speak with smaller cross-sections of families, employees and administrators to gain additional insight. Faculty, students and parents will be invited to meet with finalists and solicited for their impressions.
  • Will internal and external candidates be considered?

    Yes. RG175 and the Search Committee will consider all qualified candidates for the position and are conducting a nationwide search to find the right leader to serve the Crossroads community.
  • When will the new head of school start?

    Bob Riddle informed the Board that the 2021-22 academic year will be his last at Crossroads. We anticipate the new head of school preparing and leading from the school year beginning in July 2022. We are confident that we will identify an excellent candidate for Crossroads within the search timeline.