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Uncomfortable Conversations

Uncomfortable Conversations

The world has never been more connected. Yet never more divided. We yell at each other from inside our echo chambers. But change doesn’t happen inside an echo chamber. It’s time to get out, to stretch our legs, to step on some land mines. It's time to have an uncomfortable conversation with Josh Szeps.

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1 hr, 15 min
Thursday

"Being Courageous in a Conformist World" with Sarah Wilson

Are we too spoilt to be creative? Are we succumbing to decadent decline? How do you dissent when the incentives are to conform? How do the French retain the art of disagreement while the Anglosphere gets stuck in predictable squabbles? How can we grow a pair of collective cojones and defiantly create a better future? Today's episode would normally be paywalled. We're offering it as a free example of the kind of unstructured, unpredictable, unedited, freewheeling, thought-provoking clashes Josh does live on Substack, versus the more buttoned-up, pre-recorded tone of the podcast.  Sarah Wilson is a former media high-flyer - the editor of Cosmopolitan magazine, host of MasterChef Australia, big-time wellness columnist - who turned her back on her fabulously materialistic life, sold all her possessions, and became a nomadic creator. She doesn't have a home but spends most of her time now in Paris, where she preaches her secular wisdom of sanity to fans around the world.  Josh and Sarah have a relationship of respectful disagreement and curious admiration. They streamed live this week with no particular agenda (except to save the world). Treat yourself to more conversations like this by registering here and downloading the Substack app. Watch this conversation on YouTube. And you’re missing out on our best ad-free content if you haven’t popped over to the Uncomfy Convos Substack page. 𝕁𝕠𝕤𝕙 𝕊𝕫𝕖𝕡𝕤 (@joshzepps) on X Instagram (@joshszeps) Josh Szeps on TikTok

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35 min
5 Jun

PREMIUM: "Trump, the Left, and the Future of Liberalism" with Yascha Mounk

While the showdown continues over Trump's military deployment against Los Angeles protestors, can we take heart from the resurgence of anti-Trump liberalism in Canada, Australia, the U.K. and Europe? Could the Democrats capture that energy? If the culture has moved on from "wokeness", then what's the next paradigm for the Left? How should we think about immigration, multiculturalism, infrastructure, abundance, Obama’s legacy, and big-vs-small government in the next chapter of American political life? And can it really be true that Mississippians are richer than Italians? Yascha Mounk is one of Josh's favourite thinkers on how to hold liberal democracies together in a destabilising time. Yascha will rejoin Josh on a Szeps Live Substack Livestream next Tuesday June 17th at 9pm ET to answer your questions about this conversation (11am Sydney-time on Wed 18th). Be sure you're subscribed to notifications here to stay abreast of all the additional content - it's free to watch (but comments are only for paid subscribers). This interview was recorded before the Los Angeles protests. Enjoy this sanity-inducing chat about the state of liberalism in 2025 and beyond. Watch this conversation on YouTube. And you’re missing out on our best ad-free content if you haven’t popped over to the Uncomfy Convos Substack page. http://twitter.com/joshzepps http://instagram.com/joshszeps/ http://tiktok.com/@uncomfyconversations

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