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    Comedy

    Uncomfortable Conversations with Josh Szeps

    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.

    A DM Podcast

     

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    Copyright: © 2024 Josh Szeps 224787

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    Latest Episodes:
    "American Authoritarianism" with Matt Welch Apr 24, 2025
    Show notes

    What do you make of a U.S. government that snatches people off the street and disappears them into Central American prisons, forever, with no trial, and no way to appeal?

    Matt Welch is a libertarian journalist. He's no wild-eyed, Trump-loathing leftie. Fresh off the back of his appearance on Bill Maher, Matt joined Josh on Josh's streaming TV show, Szeps Live, to riff about Elon, DOGE, government effectiveness, abundance liberalism, high-speed rail, Orbán, Erdoğan, el Salvador, the Supreme Court, and, ultimately, whether America is sliding towards an illiberal, MAGA-tinged, Hungary-style democratic authoritarianism.

    Follow Matt over at The Fifth Column, and catch Szeps Live every Tuesday at 9pm ET on Substack.

    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


    “Reimagining Schooling” with Finnish education icon Prof. Pasi Sahlberg Apr 21, 2025
    Show notes

    What's the purpose of school? Why do we run schools the way we do? How might we reinvent education in an era of artificial intelligence and ADHD?

    Professor Pasi Sahlberg is one of the world's leading education experts. He ran Finland’s Ministry of Education and Culture, moved to Washington DC to advise the World Bank on education, and was a visiting professor at Harvard University. His award-winning book is "Finnish Lessons: What can the world learn from educational change in Finland?"

    Pasi is now a professor at the University of Melbourne. He sat down with Josh to discuss radical ideas in teaching, learning, play, discipline, devices, and how to view school from the perspective of a child.

    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


    PREVIEW: "What Can Democrats Do?" with David Pakman Apr 17, 2025
    Show notes

    The Democratic Party is paralysed. It can't merely offer resistance to Trump. It also needs to offer an alternative to him. But how? Should they oppose his every move, as the likes of Representative Alexandria Ocasio-Cortez and Senator Cory Booker believe? Or should they shut up and wait for the president to doom himself, as Senate minority leader Chuck Schumer and former Clinton consultant James Carville prefer? How have Democrats fallen... and what can they do now?

    David Pakman is the guy Josh goes to for a vibe-check of the American left. He hosts one of the most-watched progressive YouTube shows in the world, The David Pakman Show, with over three million subscribers. His book is "The Echo Machine: How Right-Wing Extremism Created a Post-Truth America".

    This week, David appeared on Szeps Live, which airs on Substack every Tuesday night at 9pm ET. They discuss their criticisms of the president, the curious spinelessness of congressional Republicans, how the Democrats can recover, and to what extent the left's woes are caused by purity tests and social-justice dogmas.

    You can follow David's YouTube show here and watch Josh's Substack show, for free, every week, by signing up here.

    You’re missing out on tons of exceptional content if you haven’t hit up the Uncomfy Convos Substack page at https://uncomfortableconversations.substack.com/subscribe

    http://youtube.com/@JoshSzeps_

    http://twitter.com/joshzepps

    http://instagram.com/joshszeps/

    http://tiktok.com/@uncomfyconversations


    “Decoding the Gurus” with Chris Kavanagh and Matt Browne Apr 14, 2025
    Show notes

    When are independent shows like Uncomfortable Conversations serving a useful purpose... and when are they just preaching to the choir?

    "Decoding the Gurus" is a podcast that dissects how new-media personalities gain guru status. Frequently, such podcasters claim to be bravely challenging the status quo... while comfortably pandering to their team. Is Josh such a hack?

    Josh is in Tokyo visiting one of the Decoding hosts, Chris, who lives there. The three of them caught up to record this crossover episode -- reflecting on Josh's run-ins with the likes of Candace Owens and Joe Rogan, debating the role of the new media vs the legacy media, and establishing, once and for, why Lex Fridman is a robot.

    You can find the Decoding the Gurus podcast here.

    You’re missing out on tons of exceptional content if you haven’t hit up the Uncomfy Convos Substack page at https://uncomfortableconversations.substack.com/subscribe

    http://youtube.com/@JoshSzeps_

    http://twitter.com/joshzepps

    http://instagram.com/joshszeps/

    http://tiktok.com/@uncomfyconversations


    Anthony Bourdain’s “Lieutenant”, Laurie Woolever Apr 10, 2025
    Show notes

    Anthony Bourdain was Josh's hero. Laurie Woolever was, as Bourdain called her, his "lieutenant".

    A writer and culinary graduate, Laurie had worked for another gigantic cooking celebrity, Mario Batali, before he was brought down for alleged sexual harrassment.

    She spent almost ten years as Bourdain's right-hand-gal. The two of them wrote two books together, one of which they were halfway through when Bourdain died by suicide in 2018. Laurie posthumously published "Bourdain: The Definitive Oral Biography".

    Josh asks Laurie about her life with Bourdain, his struggles, her addiction, his death, and whether his romanticism and hedonism brought him down. Laurie's new memoir is called "Care and Feeding".

    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


    PREVIEW: "What Is the 'Patriarchy'?" with Prof. Cordelia Fine Apr 07, 2025
    Show notes

    Do males and females differ in what we want out of life? In what jobs we want to do? In how much we want to look after babies, or run a tech start-up, or sweep the living room, or be a CEO? Or are biological preferences just an excuse to justify inequality?

    Cordelia Fine is a feminist academic who studies scientific explanations of sex differences and workplace inequality. Her books on gender have won prizes at the Royal Society, been recommended by the Sunday Times, and cited as among the Top Ten books on women of the past thirty years.

    Professor Fine has a psychology degree from Oxford, a Master of Philosophy from Cambridge, and a PhD in Psychology from University College London. She's now a professor of the History & Philosophy of Science at Melbourne University. Her latest book is "Patriarchy, Inc."

    Josh and Cordelia debate biology, culture, sexism, masculinity, transgenderism, the patriarchy, and what gender equality should look like in the 21st century.

    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


    JUST JOSH: The Woke Catastrophe of “Snow White” Apr 03, 2025
    Show notes

    If you want to see what's wrong with not being offensive, watch Snow White.

    The new Disney re-make is so committed to not offending anyone that it’s a social-justice jumble. Snow White isn’t white as snow; her love interest isn’t a prince; the dwarves aren’t “dwarves”; but there IS a dwarf in a non-dwarf role; Snow White doesn’t need a man; the man doesn’t “stalk” her; she’s a bad-ass independent gal; the word “dwarf” isn’t mentioned. It’s a mess.

    As Australian politicians introduce sweeping hate-speech laws, Josh argues that Snow White gives us a glimpse of the dystopian cultural wasteland that awaits us if we try never to offend.

    Hey, it may be a long bow. But Szeps is committed to drawing it. Enjoy.

    Watch this conversation between Josh and his own thoughts 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


    BOB CARR on Diplomacy, Statesmanship and Grief Mar 31, 2025
    Show notes

    Even if you're not Australian, you want to listen to this conversation with one of the nation's most iconic statesmen.

    Bob Carr is a former foreign minister of Australia (i.e. the secretary of state) and, before that, the longest-continuously-serving Premier of NSW, Australia's most populous state. He's an intellectual powerhouse, an icolonoclast, a champion debater, a student of American history, of geopolitics and of diplomacy.

    For the first portion of this conversation, he and Josh discuss Australian issues - nuclear submarines, his tenure as state leader. But the second half is a delightful rumination on power, Trump, the liberal world order, China, success, legacy, and grief.

    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


    PREVIEW: “Does Ukraine Still Matter?" with correspondent Misha Zelinsky Mar 27, 2025
    Show notes

    What are Trump and Putin cooking up for Ukraine? Can the Europeans sideline it? What options does Ukraine still have on the table? And does any of this really matter to non-Europeans any more?

    This week, the ceasefire talks that President Trump boasted he'd wrap up in 24 hours fell apart, again. Russia says it wants an end to the war, if Ukraine effectively surrenders. Trump now admits Putin might be "dragging his feet".

    Misha Zelinsky lived in Ukraine for the first year of the war, reporting from the conflict. A Fulbright Scholar and national security expert, he has the honour of being personally sanctioned by the Putin regime.

    Misha and Josh assess where the conflict currently stands, what Ukraine's options are now, and whether it still matters to the rest of us.

    His recent book is "The Sun Will Rise", a fictional story inspired by his time in Ukraine.

    In this conversation, we reference:

    • Josh's conversation with the former President of Estonia, Toomas Hendrik Ilves, here.
    • Josh's conversation with Wall Street Journal reporter Marcus Walker on Ukraine here.

    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


    Australia’s Shadow Treasurer, Angus Taylor Mar 24, 2025
    Show notes

    Angus Taylor is the Shadow Treasurer of Australia and a key figure of the Opposition, the centre-right Liberal Party.

    A former cabinet minister, businessman and Rhodes scholar, he's often discussed as a future prime minister. Opinion polls put his party's return to power in the May election as a 50/50 bet.

    Josh sat down with the Shadow Treasurer to discuss innovation, productivity, nuclear power, and how annoying it is to do your taxes.

    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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