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November 16-18, 2026| Boston, MA, USA | Conference Website | Hotel | Contact us 
Please note the schedule is subject to change. Details are updated regularly to reflect the latest information.
Wednesday November 18, 2026 10:00am - 11:00am EST
This Session provides independent school leaders tools to recognize and resolve fundamental paradoxal realities of leadership. It articulates seven "lively paradoxes" and opens discussion of practical approaches to resolving them. These will include "Paradox of Leadership": Leadership requires confidence only gained by leading; "Paradox of Trustees": Trustees support the head but depend on the head for support; "Paradox of Mission": Missions, essential to accreditation, are usually incapable of measurement; "Paradox of Finance": schools expand to the limit of resources and resources are always insufficient; "Paradox of Technology" Technology creates educational possibilities while presenting enormous challenge; "Paradox of Professional Development": Adults must evolve; many adults resist change. "Paradox of Schedule": The daily and annual schedule never resolves demands.
Speakers
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Jay Stroud

Former Director for NEASC Commission on Independent Schools; Former NEASC Board President; Former Head of School for Tabor Academy, Former Head of School at Tabor Academy

Wednesday November 18, 2026 10:00am - 11:00am EST
TBA

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