For episode six, we riff through a multi-dimensional, deeply human conversation with my friend and former colleague Jason Baer. Jason is the CEO of SYPartners, a transformation consultancy that has spent more than 30 years helping leaders and organizations navigate moments of consequential change.

Jason joined SYP in 2013 and became CEO in 2026 after serving as Managing Partner, Chief Client Officer, and President. He has advised senior leaders at organizations including AARP, NBCUniversal, Alphabet, Coach, Verizon, and Paramount.

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In our broad and fluid conversation we discuss purpose, organizational resilience, leadership, the pace of change, some of the books and ideas that have shaped Jason—and what he’s learning now that he’s sitting in the CEO chair himself.

Episode Five features the amazing, thoughtful, fun, and precise, Courtney Nash. Courtney is the co-founder and CEO of The VOID, where she researches system safety, resilience, and failure in complex sociotechnical systems. She’s also vice president of the board of the Resilience in Software Foundation. A former cognitive neuroscientist, Courtney has spent much of her career exploring how people learn, make decisions, and respond when complex systems behave in unexpected ways. Over the past two decades, she’s held roles at organizations including Verica, Fastly, O’Reilly, Microsoft, and Amazon. Today Courtney is one of the more influential voices in resilience engineering and modern incident analysis.

For episode four, I sit down for a mind-expanding conversation with futurist and author, Byron Reese.

Byron is a longtime serial entrepreneur who holds numerous technical patents and has started a half dozen companies over the past thirty years. He is currently CEO of a startup called PhotoOp AI. Byron is also the author of several bestselling science books, including We are Agora. His AI book, The Fourth Age, sold 500K copies in 14 languages.

He and his wife have resided in an old Victorian home in Georgetown, Texas for a quarter of a century where they homeschooled their four children.

Our conversation covers building technology companies, using AI in our personal lives, the joys of beekeeping, the possibilities that human structures like cities operate as superorganisms, and much, much more.