Invest in Your Personal Well-Being and Professional Growth
As a Head of School, staying focused on your school’s big-picture goals can be difficult when you’re navigating the daily responsibilities and pressures of operations. This challenge is what prompted us to create our Annual Head’s Retreat — a gathering that gives School Heads the time and space to step back and refocus, discuss emerging trends, and cultivate visionary leadership.
PROFESSIONAL DEVELOPMENT FOR PRIVATE SCHOOL LEADERS
Explore ISM’s professional development events.
Develop new skills, gain confidence in your role, and lead with clarity. Be mentored by leaders who are experts in their field, many currently working in private schools today. Get hands-on experience, network with fellow school leaders, and walk away with an action plan you can use the minute you return to campus.
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Establishing Your Philanthropic Plan
Date(s): 1/14/2026 ● Time: 3:00pm ET ● Status: Open
Learn why a strategic plan + financial plan + philanthropic plan = vision delivery.
$161.00
General
$0.00 For all members
Mission Meets Margin: Aligning Auxiliary & Business Office Operations
Date(s): 1/21/2026 ● Time: 3:00pm ET ● Status: Open
Explore a practical framework for building financial discipline, operational alignment, and long-term sustainability across auxiliary and business office functions.
$161.00
General
$0.00 For all members
Rethinking Time: Designing Schedules That Support Learning and Well-Being
Date(s): 1/26/2026 — 1/29/2026 ● Status: Open
Learn how to design a student-centered schedule that maximizes learning, supports well-being, and aligns with your school’s mission.
$1,260.00
General & Silver
$998.00 Gold
$850.00 3+ Person
AI Upskilling for Non-Technical School Leaders
Date(s): 1/27/2026 — 1/27/2026 ● Status: Open
Enhance your ability to understand, communicate about, and implement AI solutions.
$270.00
General & Silver
$215.00 Gold
$200.00 3+ Person
Five Legal Issues Every Head Needs to Consider in 2026
Date(s): 1/28/2026 ● Time: 12:00pm ET ● Status: Open
Identify key areas of legal risk and take proactive steps to protect your school, people, and mission.
$0.00
For all members & General
Universal Design for Learning: Practical Strategies to Boost Executive Skills
Date(s): 2/4/2026 ● Time: 3:00pm ET ● Status: Open
Discover practical, inclusive Universal Design for Learning (UDL) strategies that strengthen learners’ planning, organization, emotional regulation, and self-monitoring skills.
$161.00
General
$0.00 For all members
Change Management Summit
Date(s): 3/29/2026 — 3/31/2026 ● Status: Open
Join a two-day, hands-on change management workshop grounded in the Kotter Model of Change, a proven framework for achieving sustainable, system-wide results.
$1,600.00
General & Silver
$1,400.00 Gold
$1,300.00 3+ Person
Early Bird
Chairing Your Department: The First Five Years
Date(s): 7/13/2026 — 7/17/2026 ● Status: Open
Strengthen your leadership presence, communicate with greater clarity, manage your team with confidence, and align your department’s work with your school’s mission and long-term goals.
$4,495.00
General & Silver
$3,995.00 Gold
$3,795.00 3+ Person
Early Bird
Creating a Roadmap for Auxiliary Program Success
Date(s): 7/13/2026 — 7/15/2026 ● Status: Open
Build an auxiliary program operation that is strategically designed, financially disciplined, mission-aligned, and scalable and sustainable.
$2,495.00
General & Silver
$2,220.00 Gold
$2,020.00 3+ Person
Early Bird
Leading the Effective Upper School
Date(s): 7/13/2026 — 7/17/2026 ● Status: Open
Discover and refine your leadership style as you deepen your approach to faculty evaluation, change management, culture-building, and schedule design.
$4,495.00
General & Silver
$3,995.00 Gold
$3,795.00 3+ Person
Early Bird
Mastering Your Role as Middle School Dean of Students
Date(s): 7/13/2026 — 7/16/2026 ● Status: Open
Explore practical ways to support your school’s mission and culture, engage faculty and staff, and enrich the student experience.
$3,495.00
General & Silver
$3,550.00 Gold
$2,910.00 3+ Person
Early Bird
Leading the Effective Lower School
Date(s): 7/13/2026 — 7/17/2026 ● Status: Open
Gain the skills and strategies to build a cohesive team, strengthen faculty culture, and lead a student-centered lower school with clarity and confidence.
$4,495.00
General & Silver
$3,995.00 Gold
$3,795.00 3+ Person
Early Bird
The Independent School Business Officer
Date(s): 7/13/2026 — 7/15/2026 ● Status: Open
Excel as a systems-minded business thinker, whether you’re new to the role, transitioning into independent schools, or looking to elevate your impact as an experienced professional.
$2,495.00
General & Silver
$2,220.00 Gold
$2,020.00 3+ Person
Early Bird
Balance Your Roles as Upper School Dean of Students
Date(s): 7/13/2026 — 7/17/2026 ● Status: Open
Gain the clarity, skills, and confidence to lead a mission-driven, student-centered upper school culture that supports adolescent growth and well-being.
$4,495.00
General & Silver
$3,995.00 Gold
$3,795.00 3+ Person
Early Bird
Teaching and Learning for Flourishing
Date(s): 7/13/2026 — 7/15/2026 ● Status: Open
Gain the tool necessary to engage faculty and administrators in redesigning teaching, learning, and assessment for human flourishing to respond to the pressures of emerging technologies, faculty and student wellbeing, and increasing academic complexity.
$3,000.00
General & Silver
$2,700.00 Gold
$2,500.00 3+ Person
Early Bird
Evolve Your Support Program for Students With Learning Differences
Date(s): 7/13/2026 — 7/15/2026 ● Status: Open
Discover how to strengthen your school’s learning support program so it truly serves every learner.
$2,495.00
General & Silver
$2,220.00 Gold
$2,020.00 3+ Person
Early Bird
Leading the Effective Middle School
Date(s): 7/13/2026 — 7/17/2026 ● Status: Open
Learn how to uphold your school’s mission and culture, engage faculty and staff, and enhance the student experience.
$4,495.00
General & Silver
$3,995.00 Gold
$3,795.00 3+ Person
Early Bird
The New Admission Director
Date(s): 7/13/2026 — 7/16/2026 ● Status: Open
Gain the skills, strategies, and best practices you need to thrive as a new or aspiring Admission and Enrollment Management Director.
$3,995.00
General & Silver
$3,550.00 Gold
$3,350.00 3+ Person
Early Bird
The New Independent School Development Officer
Date(s): 7/13/2026 — 7/16/2026 ● Status: Open
Learn practical strategies and proven tactics to thrive as a new or aspiring Development Director.
$3,995.00
General & Silver
$3,550.00 Gold
$3,350.00 3+ Person
Early Bird
Finance Without Fear: A Head’s Guide to Mission-Driven Financial Leadership
Date(s): 7/15/2026 — 7/17/2026 ● Status: Open
Build a fiscal success framework that sets your school on a strong path and enables you to speak confidently about core principles of financial responsibility and accountability.
$1,998.00
General & Silver
$1,798.00 Gold
$1,598.00 3+ Person
Early Bird
Rebuild, Refine, Reinvent: Creating a Modern Advisory Program
Date(s): 7/15/2026 — 7/17/2026 ● Status: Open
Create and implement a thriving advisory program that truly supports your middle and upper school students.
$2,495.00
General & Silver
$2,220.00 Gold
$2,020.00 3+ Person