David Eggers is an author, publisher, and founder of nonprofit publishing company McSweeney’s. He first became widely known for A Heartbreaking Work of Staggering Genius and went on to write acclaimed books including What Is the What, A Hologram for the King, and The Circle. Beyond his writing, he co-founded 826 Valencia, a nonprofit organization that provides writing and tutoring programs for young people. Most recently, he released Contrapposto in June 2026, a novel about friendship, love, and the lifelong pursuit of art.

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Kenny Chesney is a country music singer and songwriter. His career has been defined by over 30 chart-topping country hits, including “She’s Got It All,” “When the Sun Goes Down,” “There Goes My Life,” “Don’t Blink,” and “The Boys of Fall.” Since his 1994 debut, he has released 20 studio albums, sold over 30 million records worldwide, and won multiple CMA and ACM awards, including Entertainer of the Year. As one of country music’s most successful artists, Chesney was inducted into the Country Music Hall of Fame in 2025. 

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Bryce Crawford is a 22-year-old street preacher, an evangelist, and the founder of Jesus in the Street. Known for bringing his Christian faith directly into public spaces, he travels across the U.S. sharing the gospel in cities, on college campuses, and at large gatherings. After struggling with depression and suicidal thoughts as a teenager, Crawford experienced a life-changing encounter with God on Christmas Day in 2020, a turning point that led him into full-time ministry. Through Bryce Crawford Ministries and his podcast, he shares street conversations, testimony, and Christian teaching with a new generation of believers. He is also the founder of Praise Energy, a faith-driven beverage brand aligned with his broader mission to bring Christianity into everyday culture.

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Returning to continue his conversation in Part Two, Vlad Tenev is the co-founder and CEO of Robinhood. He launched the trading platform alongside Baiju Bhatt in 2013 with the goal of making investing more accessible through commission-free stock trading for everyday investors. Under his leadership, Robinhood expanded beyond equities into options, ETFs, cryptocurrency, banking products, and private market investing, and the company went public in July 2021. In addition to Robinhood, Tenev is the co-founder and executive chairman of Harmonic, an AI-driven platform focused on organizing and analyzing business and market data.

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Vlad Tenev is the co-founder and CEO of Robinhood. He launched the trading platform alongside Baiju Bhatt in 2013 with the goal of making investing more accessible through commission-free stock trading for everyday investors. Under his leadership, Robinhood expanded beyond equities into options, ETFs, cryptocurrency, banking products, and private market investing, and the company went public in July 2021. In addition to Robinhood, Tenev is the co-founder and executive chairman of Harmonic, an AI-driven platform focused on organizing and analyzing business and market data.

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Bob Roth is a teacher of Transcendental Meditation and the CEO of the David Lynch Foundation. He began practicing Transcendental Meditation in 1969 and went on to build a career centered on teaching it to executives, students, veterans, and others dealing with stress. As CEO of the David Lynch Foundation, he has expanded meditation programs for underserved communities and people affected by trauma, with 1.5 million adults and children worldwide learning to meditate. Roth is also the author of Strength in Stillness: The Power of Transcendental Meditation, a practical guide that explains how the practice can reduce stress and build resilience.

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Garry Tan is the president and CEO of Y Combinator, the startup accelerator behind companies like Airbnb, Reddit, Coinbase, and DoorDash. He previously co-founded the financial technology company Posterous, which was acquired by Twitter in 2012, and later founded the venture capital firm Initialized Capital alongside Alexis Ohanian. Before entering venture capital, Tan worked as an engineer at Palantir Technologies, where he helped develop early infrastructure and design systems. Now, he continues to make investment and product decisions as a General Partner, having read more than 6,000 YC applications, while overseeing programs for sourcing, advising, and scaling early-stage startups.

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Michael Shawn Crahan, better known as Clown, is the co-founder and percussionist of Slipknot. Formed in 1995, the metal band rose to popularity with albums like Slipknot and Iowa. As one of the most recognizable names in modern metal, Slipknot has earned 11 Grammy nominations and one win for “Before I Forget” in 2006. Beyond music, Crahan has directed films, created visual art, and overseen many of Slipknot’s creative concepts, including stage design and imagery.

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Chris Best is a technology entrepreneur and CEO of Substack. In 2017, he co-founded Substack, the publishing platform that helped popularize paid newsletters and direct-to-audience media businesses for writers, journalists, and creators. Previously, he worked as a vice president of engineering at Kickstarter and earlier co-founded the social messenger app Kik. Under his leadership, Substack has grown into a major player in independent media, attracting prominent authors, commentators, and podcasters seeking ownership of their audiences and subscription revenue.

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Brian Hoyer is an environmental health consultant and founder of Shielded Healing, specializing in electromagnetic field (EMF) testing, shielding, and mitigation. As a certified geobiologist with a background in functional nutritional therapy, he focuses on identifying electrical, wireless, and magnetic field exposures and their potential effects on sleep, stress response, and overall physiology. His work includes grounding strategies and shielding techniques to reduce environmental electromagnetic interference in both existing homes and new construction.

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GT Dave is the founder of GT’s Living Foods and a key figure in the commercialization of kombucha in the United States. He began producing and selling kombucha in the mid-1990s, starting with small batches distributed to local Los Angeles health food stores. Under GT’s leadership, the company expanded through natural food retailers, including Whole Foods, and grew into a leading kombucha brand while maintaining a focus on raw, fermented products including Synergy kombucha, Alive mushroom beverage, and coconut yogurt Cocoyo.

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