Transitioning from "first-gen" technology leadership requires more than just a handoff; it’s a strategic evolution. Retired directors Daisy Steele, Jeff Dayton, and Larry Kahn join the podcast to discuss the shift from building servers to managing complex ecosystems. They share essential insights on "brain dumps," outsourcing, and mastering "people chess" during retirement.

1. Veracross (School Information System)
2. Blackbaud (School Management Software)
3. Asana (Project Management & Documentation)
4. AARP Tax-Aide Counseling
5. Meals on Wheels America

Laura Tierney, CEO of The Social Institute, joins the pod to discuss shifting the narrative from technology bans to intentional usage. Explore fresh data on student AI perceptions, the rise of private backchannels, and why tech leaders must act as "quarterbacks" in fostering student-centered social etiquette in an evolving digital world.

1. The Social Institute, organization equipping students, families, and educators with modern life skills to impact learning, well-being, and students' futures
2. Student Insights Report (2026), from The Social Institute, documenting how students are navigating social media, technology, and everyday life, both online and offline
3. Family Toolkit, from The Social Institute, includes expert tech tips, summaries of social media apps, and positive family huddle questions..
4. Resources for educators, from The Social Institute
5. “Clear is kind”, quote from Brene Brown and her book Dare to Lead
6. Brick, physical device and app that temporarily removes distracting apps and their notifications from your phone
7. Yondr, program creating phone-free spaces for artists, educators, organizations and individuals
8. The Philadelphia Eagles Playoff Loss

Ethan Delavan, TLIS, Director of IT at the Northwest School, joins the podcast to discuss managing "relevance creep" in independent schools. He shares his unique approach to technology leadership, including the development of a "Technology and Society" academic pathway and the intentional use of a parent tech advisory board to gain industry insights while maintaining curricular boundaries.

1. Ethan Delavan, LinkedIn profile
2. The Northwest School, independent day and boarding school serving students in grades 6 to 12 on an urban campus in Seattle, WA
3. Technology Leaders in Independent Schools (TLIS) certification program, credential that validates the leadership, technical expertise, and strategic judgment required to lead technology in an independent school environment