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PODCAST

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

society & culture comedy interviews

All Episodes

35:19

PREMIUM: "Trump, the Left, and the Future of...

Uncomfortable Conversations with Josh Szeps ·

2025/06/05

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

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95:02

"Influencers, In-Fights & New Media" with Hannah...

Uncomfortable Conversations with Josh Szeps ·

2025/06/02

At 26, Hannah Ferguson is one of the most influential young women in Australia. Her media company, Cheek Media, boasts an army of politically-engaged, progressive female fans. Ferguson co-hosts the smash hit podcast Big Small Talk, which breaks down politics and pop culture. An unapologetic progressive, she recently interviewed the prime minister and earned the honour of speaking at one of Australia's most prestigious forums, the National Press Club address. Ferguson intends to run for the senate

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36:10

PREVIEW: Andrew Sullivan

Uncomfortable Conversations with Josh Szeps ·

2025/05/29

Andrew Sullivan is one of the most influential political writers of his generation. He became the face of the gay marriage fight, after writing the first major American article arguing for it in 1989. His 1995 book, Virtually Normal, became a bible of the marriage equality movement. Andrew had moved to America to get his PhD in politics from Harvard in the '80s, after studying at Oxford. As a gay, British, Catholic conservative in America, he dominated debates - on television as well as in writing -

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60:09

"Why Gaza is Genocide" with Israeli Holocaust...

Uncomfortable Conversations with Josh Szeps ·

2025/05/26

Terms like "genocide" and "apartheid" are thrown around a lot by anti-Israel activists. But when a leading Israeli Holocaust historian declares his own country to be a genocidal apartheid state, we ought to listen. Born and raised in Israel, Dr Goldberg is a professor in the Department of Jewish History and Contemporary Jewry at The Hebrew University of Jerusalem. He was the head of the university's Research Institute of Contemporary Jewry until last year. Goldberg is a world-renowned expert on the

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28:19

PREVIEW: “Tariffs, Greenbacks, Qatar’s Air Force One,...

Uncomfortable Conversations with Josh Szeps ·

2025/05/22

How do you reconcile Trump's passion for American Greatness with his disengagement from international systems which America set up? What are the consequences so far of Trump's tariff flip-flops? Can Ukraine be resolved by the Great Powers alone? Do volatile bond markets predict the end of the U.S. dollar? Where does this all leave America in relation to the rest of the world? And what's the deal with Qatar's gift of a blingy Air Force One? David Smith is an expert in American and international

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93:36

Josh on... Can You Change People's Minds?

Uncomfortable Conversations with Josh Szeps ·

2025/05/19

We've got a special treat for you today. Josh sat down with the hosts of the "Changed My Mind" podcast, who interrogated him about whether it's really possible, in our divided times, to change someone's mind. Josh shares his thoughts about the art of persuasion; reveals topics on which his position has changed; and wrestles with conundrums like factory farming, freedom of speech and abortion. How persuadable are people, really? Josh is more hopeful than many. "Changed My Mind" is hosted by Aidan

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102:43

"The Game-ification of Everything" with Gurwinder Bhogal

Uncomfortable Conversations with Josh Szeps ·

2025/05/15

Gurwinder rose to fame writing elaborately insightful Twitter threads about how to be human in the twenty-first century. He now publishes The Prism, on Substack, a guide to navigating the digital age. 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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65:25

“Free Thought vs Free Speech” with Jenara Nerenberg

Uncomfortable Conversations with Josh Szeps ·

2025/05/12

Are people too disagreeable these days? Or, in fact, are we losing the knack for disagreement? Are we self-silencing? Or getting more rude? Jenara Nerenberg is the founder and host of The Neurodiversity Project. She's a Harvard graduate who lectures widely on neuroscience and diversity, and who runs workshops at institutions like the Stanford Graduate School of Business. Her new book, "Trust Your Mind: Embracing Nuance in a World of Self-Silencing", investigates the psychology of

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81:17

"Does Alien Life Exist?" with astrophysicist Dr Sara...

Uncomfortable Conversations with Josh Szeps ·

2025/05/08

Are we alone? If alien life exists, why can't we find it? What's "the great filter"? Why is the universe set up the way it is? What are the chances there 's some purpose to it all? And is BBC News correct in reporting that "Scientists find 'strongest evidence yet' of life on distant planet"? What have we actually found? What might it mean? Whenever the news turns to alien life, Josh turns to his favourite astrophysicist, Dr. Sara Webb, at the Swinburne Institute of Technology in Melbourne. Light up

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104:24

“Conspiracies, Echo Chambers & Culture Wars” with...

Uncomfortable Conversations with Josh Szeps ·

2025/05/05

The internet is a dumpster fire. Are you a firefighter? Or an arsonist? This episode is a cracker. Sacha Judd is an expert on internet subcultures. A former lawyer, she has become something like “the Mark Cuban of New Zealand” - a smart, left-wing investor in high-growth startups; advisor to businesses; and fierce commentator on Big Tech. Sacha wants to bring back the “good internet”: a place fueled by genuine community, creativity, and connection. She and Josh wrestle with

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50:27

PREVIEW: Nobel Peace Prize Winner Dave Sweeney

Uncomfortable Conversations with Josh Szeps ·

2025/05/02

Do nuclear weapons protect Western civilisation? Or are they an insane error that humanity should undo? Is nuclear power worth the cost and risk? Dave Sweeney co-founded the International Campaign to Abolish Nuclear Weapons (ICAN), which won the Nobel Peace Prize in 2017. Dave and Josh debate the risks and rewards of nuclear weapons and nuclear power in an unstable world, and discuss whether environmentalism is antithetical to progress. To hear every bit of this fascinating, two-hour-plus

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71:54

BONUS: "Indigenous Land Acknowledgement Furore" with...

Uncomfortable Conversations with Josh Szeps ·

2025/05/01

Have indigenous Welcomes-to-Country gone too far? On Friday, far-right hecklers disrupted the Welcome to Country (i.e. the land acknowledgment, in North American parlance) of a profound Australian national event, the Anzac Day Dawn Service. The protest has sparked a national firestorm about race, racism and remembrance. Josh shares his thoughts about the coverage of the controversy, and then debates its deeper implications with the Indigenous scholar Tyson Yunkaporta. Watch this conversation on

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73:36

"Facebook Whistleblower" Frances Haugen

Uncomfortable Conversations with Josh Szeps ·

2025/04/28

What’s social media doing to us, and how would you fix it? Mark Zuckerberg has been a busy boy on the witness stand in Washington DC lately. In one of the most consequential antitrust cases in tech history, Meta is being sued by the U.S. government for allegedly maintaining a monopoly. It could reshape the future of social media, privacy regulation, and Big Tech. But in an ideal world, how would you reform social media? How might we prevent it from deranging us? Frances Haugen worked at Google

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84:55

"American Authoritarianism" with Matt Welch

Uncomfortable Conversations with Josh Szeps ·

2025/04/24

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

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108:09

“Reimagining Schooling” with Finnish education icon...

Uncomfortable Conversations with Josh Szeps ·

2025/04/21

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

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20:23

PREVIEW: "What Can Democrats Do?" with David Pakman

Uncomfortable Conversations with Josh Szeps ·

2025/04/17

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

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78:53

“Decoding the Gurus” with Chris Kavanagh and Matt Browne

Uncomfortable Conversations with Josh Szeps ·

2025/04/14

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

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71:24

Anthony Bourdain’s “Lieutenant”, Laurie Woolever

Uncomfortable Conversations with Josh Szeps ·

2025/04/10

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

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38:46

PREVIEW: "What Is the 'Patriarchy'?" with Prof....

Uncomfortable Conversations with Josh Szeps ·

2025/04/07

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

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28:49

JUST JOSH: The Woke Catastrophe of “Snow White”

Uncomfortable Conversations with Josh Szeps ·

2025/04/03

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”

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