Head of School Search

The Island School Begins Search for Next Head of School

After more than two decades of visionary leadership and dedication, Chris Maxey, The Island School’s Founder and current Head of School, will transition from his role as Head of School while continuing to serve as a dedicated Founder.

We are now charting the course for our next chapter. With the support of our Board of Directors and under the guidance of RG175, we are searching for a leader who will champion our values, inspire our students and faculty, and guide The Island School into its next chapter of growth and impact.


Inquiries and Applications

All inquiries and applications may be directed to RG175.

An application includes:

  • Letter of interest (cover letter)
  • Resume or CV
  • An educational or leadership philosophy statement
  • A writing sample of choice (optional, and submitted as part of a single PDF with the
    philosophy statement)
  • Names of five current references and contact information (the references will not be
    contacted until the finalist stage of the process.)

THE DEADLINE FOR RECEIPT OF APPLICATION MATERIALS IS FRIDAY, MARCH 3, 2026.

For any questions or further information about the position, please contact the consultants below, but only do so with an accompanying resume or CV:
Tony Featherston: tfeatherston@rg175.com
Bob Henderson: rhenderson@rg175.com
Marcia Spiller: marcia.spiller@rg175.com


Search Timeline

Active Recruitment Period for RG175

December 15, 2025 – March 3, 2026

Application deadline

March 3, 2026

Selection by Search Committee of Semi-Finalist Candidates to Interview

Mid-March 2026

Semi-finalist candidate interviews by the Search Committee

By Early April 2026

Finalist visits to the Island School Campus

Late March-Early May 2026

Board decision about the next Head of School

Mid-May 2026

New Head of School announced

Late May 2026

Transition year – Chris Maxey’s final year of service as Head of School

June 2026 – June 2027

New Head of School Begins Service

July 1, 2027

Communications

Click below to read our communications with our Circle about the Head of School search process.

The Island School is under full sail like never before in our history, thanks to the amazing loyalty of our community of staff and program alumni, families, partners, and supporters. It is this group that will continue to guide and cheer us on and into our future. We invite your full participation as we explore what’s next for The Island School. 

Pam and I are excited to have our Board leading a succession search for the next Head of School as I step down. While I serve in this role, we’re ensuring that time and thoughtful intention can be dedicated to finding the right leader to take over in July 2027. This transition marks the most important moment in our journey thus far. The Board has retained the services of a globally recognized search team, RG175, to lead this search and help guide The Island School over the horizon. Their team was just with us on campus last week and will work with us through 2027 to help support leadership and all in our village through the transition.

As an important member of our circle, we invite you to provide your thoughts on the current state of the School, its opportunities and challenges for the future, and the professional and personal qualities you feel are important for the next Head of School. You may have seen a request for this last week. Unfortunately, there was a problem with the link. We apologize for this. Please look out for another request for your input from our Board Chairs.  

Thank you for believing in the all-important work of The Island School as we continue to launch leaders capable of effecting positive change in the world. We wish everyone a glorious Holiday and an amazing New Year! I told our great Fall 2025 Class at graduation that I am looking forward to being the proud grandfather of this amazing place, and we are excited to share that our granddaughter for real is due on Jan 1st.  Let the conch horn sound loud!

Chris Maxey, Head of School

[NOTE: the links in this email are no longer valid.]

Dear Island School community,

As you know, the search for the next Head of School is underway. You are integral to the process as trusted members of our incredible and growing Island School family. 

Your thoughts and feedback will collectively support the search for our next leader and a celebratory transition for Pam and Chris as they shift towards their next phase of life and work. 

The link below will take you to a confidential and anonymous survey where you can share your thoughts on the current state of the School, its opportunities and challenges for the future, and the professional and personal qualities you feel are important for the next Head of School. All responses will be received directly by the external search committee and, if shared, will be presented as general themes.

Survey Link

This a reminder to please complete the survey by Wednesday, December 17 at 11:59PM EST

Thank you for lending your voice to this important moment in our history. 

With gratitude,

Francesca Forrestal F99, Chair of The Island School Board of Directors

Ande Frost PS09, PS13, PF14, Cape Eleuthera Foundation Board Member