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2025 Executive Roundtable for Independent School Heads

Dec 9 – 10, 2025
Washington, D.C. and San Jose, CA

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Join EAB’s annual roundtable for heads of schools where you’ll have the opportunity to network and discuss shared challenges with peers and EAB experts in a focused, uninterrupted setting. During this in-person gathering, comprised of two half-days, attendees will discuss recent research on key strategic topics facing the sector. Agenda details are forthcoming.

2024 attendees noted that it was valuable to be able to connect with other heads of schools and be able to ask questions that are top of mind to their peers.

Event Details

We are excited to offer two date options in 2025, one in Washington, D.C., and one cohosted with Bellarmine College Preparatory in San Jose, CA.

Audience: This event is limited to heads of school. Registration is limited to one attendee per institution.

For travel planning: The event will begin at 12:00 p.m. on the first day and adjourn at 12:00 p.m. on the second day. EAB will host a dinner for attendees following the first day of presentations in both locations.

Expand each session below for information about meeting location, hotel accommodations, and reservations.

November 5-6, 2025 - Washington, D.C.

Meeting Location
EAB
2445 M Street NW
Washington, D.C. 20037
202-747-1000

Hotel Information
The Westin Georgetown, Washington D.C.
2350 M Street NW
Washington, D.C. 20037
202-429-0100

Reservations
$319/Room
Call 202-429-0100 or book online
Mention Executive Roundtable for Independent School Heads to access our preferred rate
Please reserve by October 14, 2025

Please make your reservation at your earliest convenience, as space and rates are subject to availability. For alternative hotel information, contact us at [email protected].

December 9-10, 2025 - San Jose, CA

Meeting Location
Bellarmine College Preparatory, Lokey Academic Center (Building #15)
960 West Hedding Street
San Jose, CA 95126
408-294-9224

There is no formal room block for this session, but we have compiled a list of suggested area hotels to reference when booking your accommodations.

Agenda

Day One

12:00 p.m.
Guest Arrival and Registration
Lunch provided

1:00 p.m.
Welcome and Introductions

1:45 p.m.
Signals from Tomorrow: The Impact of AI on Work and Human Cognition

This session elevates the emerging evidence on how AI is reshaping cognition, learning, admissions, and early-career pathways, and highlights the data leaders should monitor as these shifts accelerate. Attendees will leave with clearer questions to ask about student preparation and institutional readiness in an AI-shaped future.

4:00 p.m.
Translating Trends to Strategy: Avoiding Cognitive Biases Around AI

This interactive workshop helps leaders recognize how common cognitive biases can distort their interpretation of AI trends and offers prompts to guide more grounded strategic questioning around AI with their own leadership teams.

5:00 p.m.
Adjournment

5:30 p.m.
Dinner

Day Two

8:00 a.m.
Breakfast

8:45 a.m.
Making the Most of Your Partnership

9:00 a.m.
Signals from Tomorrow: Cascading Effects of Climate Change on School Operations and Reputation

This session examines the climate-driven factors behind rising operational, financial, and reputational pressures facing schools. Leaders will gain a framework for identifying the most relevant risks and the questions that should guide future planning.

10:00 a.m.
Translating Trends to Strategy: Avoiding Cognitive Biases Around Climate Readiness

This interactive workshop introduces strategic tools to reveal how assumptions might obscure climate-related risks and clarifies the questions leaders should use to test their current climate strategy with their teams.

10:30 a.m.
Signals from Tomorrow: The Expanding Reach of Choice Culture and Its Impact on Competition

This session explores the parent expectations, policy shifts, and emerging school models expanding choice culture and reshaping the competitive landscape. Participants will leave with a clearer view of the pressures to watch and the strategic questions most important for boards and leadership teams.

11:00 a.m.
Translating Trends to Strategy: Avoiding Cognitive Biases Around Future Schooling Models

This interactive workshop highlights the biases that often hinder long-term thinking about competition and emerging school models, offering structured ways to surface alternative futures and the questions leaders should bring back to their teams.

12:00 p.m.
Adjournment

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Experts associated with this event

EAB Experts

Ben Court

Senior Director, Research Growth Strategy

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Amanda Faircloth

Amanda Faircloth

Senior Director, K 12 Account Management Team Lead

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Molly O'Connor

Managing Director, Strategic Research

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Olivia Rios

Senior Director, K-12 Research Development & Design

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