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Private digital communication channels, from encrypted messaging apps to collaboration platforms—now shape how leaders govern, journalists investigate, businesses operate, and communities organize. Yet these same tools exist largely outside traditional public accountability, records laws, and institutional oversight. This session explores the courage required to confront that reality: balancing privacy, free expression, and innovation with transparency, trust, and democratic responsibility.

Drawing on real-world experiences from technology leaders, civic institutions, and policy practitioners, the panel will examine how organizations and governments are navigating off-platform communication, misinformation risk, compliance obligations, and ethical decision-making in moments of pressure. Rather than framing the challenge as “technology vs. democracy,” the conversation will highlight practical, courageous choices — where leaders chose openness over convenience, governance over shortcuts, and long-term trust over short-term efficiency. Attendees will leave with a clearer understanding of how technology can reinforce democratic values when guided by intention, accountability, and collaboration.


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Note: This Summit session is ticketed.
Please purchase your tickets on Humanitix. You will then receive an email from Sched with login information that allows you to make your personal schedule.

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A special thank you to our sponsors: The 14th Annual Tom Tom Festival is presented with the University of Virginia, Virginia Tourism, R.L. Beyer Custom Homes, Ludwig Kuttner, and The City of Charlottesville
Speakers
avatar for Michael Woodfolk

Michael Woodfolk

Founder & Managing Principle, Woodfolk Associates
Michael Woodfolk spent 35 years doing one thing at the highest level: persuading accomplished, skeptical people to invest their money and their reputations in something larger than themselves. As the longest-tenured senior executive and President of the University of Virginia Darden... Read More →
avatar for Otavio Freire

Otavio Freire

CEO, Caju AI
Otavio Freire is a Brazilian-born American entrepreneur and inventor specializing in AI-driven platforms and enterprise innovation. He is the Founder and CEO of Caju AI, a pioneering technology startup redefining communication through its AI Communication Platform. With a global presence... Read More →
avatar for Roman Bohuk

Roman Bohuk

CEO, Skillbit
Roman Bohuk is the co-founder and CEO of SkillBit (formerly MetaCTF), a cybersecurity training company that helps organizations upskill cyber talent through hands-on learning. Since 2014, Roman has run more than 500 cybersecurity competitions for academia, government, and industry... Read More →
Sponsors
avatar for UVA Innovates

UVA Innovates

The Entrepreneurship Initiative will coordinate and amplify entrepreneurship activities across UVA. 
Friday April 24, 2026 11:30am - 12:15pm EDT
The Common House Space - South Room

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