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EPISODE · Aug 31, 2026 · 51 MIN

58: Seeing What's Possible

from CheckBox Pro Series

In this episode of the CheckBox Pro Series, Missy sits down with David Williams, founder and leader of Village Tech Schools, for a conversation about reimagining what school can look and feel like. David shares how he stumbled into education, fell in love with teaching, and eventually helped build Village Tech around a belief that students should do meaningful work connected to the world beyond the classroom. From public exhibitions and community partnerships to cross-age learning and design thinking, he explains how Village Tech creates opportunities for students to build confidence, creativity, and a strong sense of belonging. David also reflects on the realities of leading a growing charter network, including school finance, enrollment pressures, and the challenge of translating a nontraditional school model to people who have not experienced it firsthand. Through it all, he returns to a people-first philosophy: schools should be people driven and data informed. He also shares the meeting structures his leadership team uses to protect time, strengthen accountability, and keep the organization focused on the work that matters most. This episode is a thoughtful reminder that while school leadership is complex, the heart of the work remains simple: create the conditions for students and adults to do meaningful work together. Connect with David: LinkedIn: https://www.linkedin.com/in/david-williams-15914865/ Learn more about Village Tech Schools: https://villagetechschools.org/ About CheckBox Pro: CheckBox Pro helps school leaders create sustainability through added capacity—taking repetitive tasks off their plates so they can focus on what matters most. https://www.checkboxpro.com/ Licensed music ID: ILRNI9DIEHE4JTVQ Music: Energizer by Chris Phaze licensed through Premium Beat by Shutterstock ID: ILRNI9DIEHE4JTVQ

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58: Seeing What's Possible

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This episode was published on August 31, 2026.

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