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Monday, October 5
 

10:30am EDT

From Avoidance to Action: A Practical Framework for Leading Difficult Conversations
Monday October 5, 2026 10:30am - 11:45am EDT
School leaders and educators often face challenging conversations but may struggle with avoidance or uncertainty. This interactive session presents a practical, three-step framework for approaching difficult dialogues with confidence and clarity. Participants will engage in guided practice using real-world scenarios common in independent schools, developing strategies for preparation, communication, and follow-up. Attendees will leave with actionable tools to foster constructive conversations, strengthen community trust, and address sensitive issues effectively, including sentence starters for each step.
Speakers
avatar for Tosha Arriola

Tosha Arriola

Head of Upper School, Providence Day School
Tosha Arriola is a mission-driven educational leader currently serving as head of upper school at Providence Day School in Charlotte, NC. She oversees a dynamic learning community of nearly 800 students and more than 100 faculty and staff, guiding strategic initiatives that advance... Read More →
Monday October 5, 2026 10:30am - 11:45am EDT
Room 6

1:00pm EDT

When AI Acts: Redesigning Learning and Assessment
Monday October 5, 2026 1:00pm - 2:00pm EDT
Agentic AI – tools that plan, execute, and iterate autonomously – is arriving in schools now. When AI can complete a project, conduct research, and revise its own work, product-based assessment collapses. What remains is process: how students think, what decisions they make, where they intervene, and what they understand about their own cognition along the way.
This session examines what agentic AI demands of curriculum and assessment design and why it requires doing something most schools have not yet done: defining competencies with enough clarity and shared language that every teacher can articulate what they are developing, teach toward it deliberately, and assess it with confidence.
Two senior administrators from leading independent schools move beyond theory to practice, sharing their institutions' progress, honest challenges, and emerging frameworks for shifting faculty culture from measuring outputs to documenting and assessing learning processes. Participants will leave with concrete tools and a clear next step for their own schools.

Speakers
avatar for Liz Helfant

Liz Helfant

Associate Head for Academic Affairs, Ravenscroft
Elizabeth Helfant serves as the associate head for academic affairs at Ravenscroft, following a distinguished 25-year tenure at MICDS. A leader in educational innovation, Elizabeth frequently presents at prominent national and international conferences, including NAIS, SAIS, NCAIS... Read More →
avatar for Connie White

Connie White

Director of Mount Vernon Ventures, Mount Vernon
Connie White is a visionary educational leader and director of Mount Vernon Ventures. A former Physics, Chemistry, and Mathematics teacher, she was among the first technology & learning directors in the Southeast to launch a 1:1 learning program. She previously served 11 years as... Read More →
Monday October 5, 2026 1:00pm - 2:00pm EDT
Room 6

2:30pm EDT

Independent Schools Legal Update: What's New and What's Next
Monday October 5, 2026 2:30pm - 3:30pm EDT
Independent schools are facing a rapidly evolving legal landscape affecting employees, students, and school operations. This session will highlight the most important recent legal developments impacting independent schools, including employment law updates, accommodation issues, discrimination claims, faculty management, and emerging areas of risk.
Attendees will gain practical insights into how these developments are affecting schools today and what steps leaders should consider to ensure their policies, practices, and decision-making remain compliant and proactive.

Speakers
avatar for Jennifer Carroll

Jennifer Carroll

Partner & Co-Chair, Education Practice Group, Fisher Phillips
Within the education industry, Jennifer counsels independent schools nationwide on a wide range of issues involving employees, students, parents, trustees, and boards. She serves as a trusted advisor to school leaders, helping them navigate complex legal and practical challenges with... Read More →
avatar for Ilanit Fischler

Ilanit Fischler

Partner, Fisher Phillips
Ilanit is an employment and education attorney in Fisher Phillips’ Fort Lauderdale office. She represents educational institutions in a broad range of matters relating to student and employee issues, including claims of unlawful discrimination, harassment, retaliation, and contract... Read More →
Monday October 5, 2026 2:30pm - 3:30pm EDT
Room 6
 
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