America Never Fixed Racism. Now We’re Teaching It to AI.

America fought to end segregation. We fought for equal education. Yet decades after Brown v. Board of Education, many of the inequalities that shaped our schools remain. Now artificial intelligence is entering those same classrooms. In this episode of The Ryles Report, Attorney Richard A. Ryles sits down with Dr. Kamau Bobb, an educator, researcher, and former Google executive whose work examines the relationship between technology, education, and racial inequality. His book, The Bullwhip’s Algorithm: Artificial Intelligence and America’s Racial Caste System, raises a troubling question about the future we’re building. Can technology solve problems that America has never fully confronted? Their conversation explores the lasting consequences of school segregation, the promises being made by AI companies, the importance of literacy and critical thinking, and the growing influence of technology over what future generations learn about American history. But this discussion goes beyond artificial intelligence. Richard and Dr. Bobb examine what Black Americans gained and lost through integration, why historical memory matters, and how previous generations organized when the institutions responsible for serving them failed. From the legacy of slavery and Jim Crow to the Black Panther Party’s community programs and the 1964 New York City school boycott, this conversation challenges us to consider what progress really means. And perhaps more importantly, what we’re prepared to do to shape the future ourselves. ABOUT THE GUEST Dr. Kamau Bobb has worked at Google, Georgia Tech, and the National Science Foundation. His work focuses on the intersection of technology, education, and society. BOOK: The Bullwhip’s Algorithm: Artificial Intelligence and America’s Racial Caste System Available here: https://www.penguinrandomhouse.com/books/828234/the-bullwhips-algorithm-by-kamau-bobb/ Subscribe to The Ryles Report for conversations that bring historical context to life, love, and politics. A day you don’t learn something new is a day wasted, and on The Ryles Report, we don’t have wasted days. 00:00 – Coming Up on The Ryles Report 02:14 – Welcome to The Ryles Report 03:48 – Can AI Fix America's Education Problem? 06:05 – Did Integration Fail Black America? 08:45 – America's Schools Are Still Segregated 10:55 – Is AI Destroying Critical Thinking? 13:05 – Can AI Reinforce America's Racial Caste System? 16:55 – The Dangers of AI Without Human Control 20:20 – The Bullwhip's Algorithm: Slavery's Lasting Legacy 24:45 – Who Controls Black History in the Age of AI? 29:45 – Black Communities, Education & Fighting Back 33:10 – Hip-Hop, Protest Music & the Next Generation 37:45 – Can Black America Build a Better Future? #TheRylesReport #RichardRyles #ArtificialIntelligence #BlackHistory #Education . . . . . . The Ryles Report with Richard A. Ryles, Esq. Author of The Immortal Jim Crow 🌐 Website: https://richryles.com 📚 Resources & press kit: https://richryles.com/resources 🎙️ Become a guest: https://richryles.com/become-a-guest Follow: Instagram → https://www.instagram.com/richryles/ Facebook → https://www.facebook.com/richard.a.ryles TikTok → https://www.tiktok.com/@richardryles YouTube → https://www.youtube.com/@TheRylesReport Apple Podcasts → https://podcasts.apple.com/us/podcast/the-ryles-report/id1839529613 Substack → https://substack.com/@therylesreport Bookings: bookings@therylesreport.com