Brené Brown on leadership, Trump, and the coward's path to power

What makes for a truly good leader, and why do there seem to be so few in our culture today? Kara sits down with Brené Brown — bestselling author, podcaste...

On with Kara Swisher29.5K views01:03:25

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What makes for a truly good leader, and why do there seem to be so few in our culture today? Kara sits down with Brené Brown — bestselling author, podcaster, and researcher — to dig into the ideas behind her new book Strong Ground. They get real about the dangers of “power-over” leadership, why vulnerability is the foundation of courage, and how Trump uses fear and cruelty to try to bend us to his will. Brené and Kara also unpack how AI is hollowing out human connection, the difference between empathy and enmeshment, and what it takes to lead with clarity and compassion in a time of chaos. Plus: the psychology of shame, humiliation, and the “armor” that keeps leaders from being brave. 00:00 Intro 0:48 Can Kara get vulnerable? 01:28 Power and fear: why power-over leaders need cruelty to maintain control 04:50 Trump, tech CEOs, and why America is so vulnerable to bad leadership 09:26 Why there’s no courage without vulnerability 11:58 Why companies aren't getting an ROI on AI 15:27 “I’m fixin to change your life”: Brené’s above-the-line test for leaders 20:22 The qualities of the world's top leaders 23:39 Why so many tech founders are bad leaders 25:09 Facing fear and self-protection to be a better leader 28:35 “It’s okay to be afraid — just don’t be an asshole" 31:12 Bobbi Brown's expert question 33:13 Why a "white-male-power-over" model is bad for business 36:01 Masculinity, empathy, and performative power in Silicon Valley 39:55 Pete Hegseth's military speech and poor leadership 42:06 Why corporate AI adoption is being bungled 47:33 Brené Brown's terrible experience with AI 50:11 Why so many tech CEOs are bending the knee to Trump 52:11 Why shame, guilt, and humiliation are dangerous 55:52 What makes a good political leader 59:42 Why good character is key to good leadership FOLLOW US Apple Podcasts: https://podcasts.apple.com/us/podcast/on-with-kara-swisher/id1643307527 Spotify: https://open.spotify.com/show/42ntT7XnfdbbYetUQu0vu5?si=ddbc94321e3948af Instagram: https://www.instagram.com/onwithkaraswisher/?hl=en TikTok: https://www.tiktok.com/@onwithkaraswisher?is_from_webapp=1&sender_device=pc LinkedIn: https://www.linkedin.com/in/kara-swisher-b7213 Threads: https://www.threads.com/@onwithkaraswisher Bluesky: https://bsky.app/profile/onwithkaraswisher.bsky.social

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01:03:25

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Published
Oct 9, 2025

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