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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:
    SZEPS LIVE TOUR - TYLER COWEN on Inequality, Abundance, & Using A.I. to Achieve 'Intellectual Immortality' Jul 29, 2025
    Show notes

    Tyler Cowen is one of the world's Top 100 Global Thinkers according to Foreign Policy magazine. The Wall Street Journal calls his blog, Marginal Revolution, the world's best economics blog.

    His day job is as an economics professor at George Mason University, where he also runs the classical liberal Mercatus Center. But his influence is immense... on policymakers, tech titans and thought leaders who hang on his ideas as a visionary sage.

    Tyler hosts what Josh regards as one of the world's best intellectual interview podcasts, Conversations with Tyler.

    He's written for the New York Times, the Wall Street Journal and the Washington Post, but he's now a contributor at

    The Free Press. We're grateful to the FP for helping us to boost this mind-expanding conversation, which streamed live from Tyler's bucolic porch in northern Virginia.

    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


    SZEPS LIVE TOUR: "Atheism, Wokeness & Islam" with Sarah Haider Jul 27, 2025
    Show notes

    Born in Pakistan, Sarah Haider founded the Ex-Muslims of North America to help Muslims escape Islamist coercion. She was an outspoken atheist. Then... she lost her faith in atheism.
    First, she noticed progressive peers preaching critical race and gender ideologies, while punishing blasphemers of their social-justice dogmas in ways that felt uncomfortably... religious.

    Second, she tripped out on Ayahuasca.

    Third, she walked away from her podcast, A Special Place in Hell.

    What happened?

    Sarah sat down with Josh in her home in the suburbs outside Washington, D.C. for a livestream about belief, justice, gender, and tolerance, on the Szeps Live Round-the-World Podcast Marathon.

    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


    THE SZEPS LIVE WORLD TOUR IS UNDERWAY Jul 26, 2025
    Show notes

    G'day from New York City. We've been sitting on this Easter egg for some time, warming it up under our feathery little tooshes. It's now time to let the warm yolk of intellectual invigoration ooze over your grateful noggins.

    It's time for the SZEPS LIVE WORLD TOUR.

    Yes, global mega-giant publishing behemoth Substack has tapped this li'l ole show for Substack's first-ever Live-Streamed Around-the-World Podcast Marathon. That's a LOT of hyphens.

    Six cities. Twelve days. Twenty-four time zones. No filter.

    For the next two weeks, Josh will go head to head, live, with some of the world’s most fascinating minds before a global audience in back-to-back foreign locales.

    From London to Los Angeles, New York to Malibu, Josh and his long-suffering producer, Jono, are hopscotching the planet to visit a parade of iconoclasts and intellectual troublemakers, broadcasting raw, unfiltered conversations sometimes multiple times a day.

    To enjoy every morsel, subscribe for free to get notified whenever we go live. You'll be able to watch every episode as it streams in real time. To catch up afterwards, about half the shows will be exclusive for paid subscribers. For the price of a cup of coffee a month, you'll get the whole enchilada. All will be available on your podcast app too.

    The tour's centrepiece will be a high-voltage live event at New York’s iconic Comedy Cellar – the stomping ground of Seinfeld, Dave Chappelle and Robin Williams – on Tuesday July 29th at 6pm ET (11pm in London, 3pm in LA, 8am Wed in Sydney). Put it in your calendar. It'll be a no-holds-barred panel discussion with some of the biggest names in New York journalism.

    Your normal podcast release schedule may be a little wonky while we fly blind around the planet, streaming live with no safety net, chasing the most fascinating minds… while jet lag fries ours. But you're a big kid. You can handle it.

    Today's episode is the first cab off the rank - a livestream from a Brooklyn rooftop with panoramic views of Manhattan and the one-&-only

    Jesse Singal, co-host of the smash hit podcast Blocked and Reported, and one of America's most courageous reporters on youth gender medicine.

    Buckle up, humans, for the most audacious live-streaming event in Substack's history.


    "How Not to Feel Like a Failure (When Fame & Fortune Aren't Enough)" with TV Host Osher Günsberg Jul 21, 2025
    Show notes

    How do you avoid the hamster wheel of hoping that your next success will deliver happiness? How do you escape mental ruts, anxious spirals and critical self-talk?

    Osher is a superstar in Australia. He was the face of Australian Idol, The Masked Singer, The Bachelor and The Bachelorette. He also happens to have, as he politely calls it, "a different brain" -- a brain prone to depression, social anxiety, obsessive compulsion, psychosis and addiction. His podcast, Better Than Yesterday, discusses sanity, recovery, parenting, and what it means to grow older without growing rigid.

    This episode is a recording of a Szeps Live stream which you can watch on YouTube or Substack if you wanna see Osh 'n' Josh's purdy faces.

    And just a heads-up to stay across Uncomfortable Conversations in the next few months because, as we discuss in this episode, Josh is about to deliver some killer livestreamed celebrity content during an imminent Szeps Live around-the-world tour. If you've been putting off figuring out how to download the Substack app, do it now in one click and follow this show to keep abreast of what'll be a delightful tsunami of mind-expanding chats.

    Osher’s new illustrated book about mental wellness is called "So What, Now What?”

    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


    PREMIUM: "How to Raise an Awesome Kid (and be an Awesome Grown-Up)" with Dr Billy Garvey Jul 17, 2025
    Show notes

    It's one of the most persistent, perplexing and provocative questions to plague our culture: What explains the explosion in ADHD, anxiety and autism in kids? Is it too much Instagram? Not enough Ritalin? Or are one-of-a-kind kids being failed by a one-size-fits-all model of schooling and parenting?

    Dr Billy Garvey is one of Australia's leading developmental paediatricians. He's a senior specialist at one of Australia's largest university paediatric hospitals, where he works with kids struggling with behavioural issues just like he did. His clinic has a waiting list that's years-long.

    Billy and Josh debate masculinity, permissive parenting, rigid schools, the over-diagnosis of mental "diseases" in kids, and whether kids are coddled these days. Josh wants to understand why the Greatest Generation was able to win WWII without the high rates of clinical anxiety and depression that supposedly afflict today's snowflakes. Billy says that's exactly the wrong way to look at it.

    Billy also hosts the #1 parenting podcast in Australia, Pop Culture Parenting, and is the founder of Guiding Growing Minds, a social enterprise that helps children to live meaningful lives. His book is Ten Things I Wish You Knew About Your Child’s Mental Health.

    Josh walked out of this conversation feeling like he'd received a bracing, mind-expanding free therapy session. Unleash your inner twelve-year-old and take a seat.

    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


    "The Case for Nuclear Power" with Aidan Morrison Jul 14, 2025
    Show notes

    Have rich democracies been hoodwinked into chasing a mirage of green energy? Are renewables leading us into a dead-end of brown-outs, white-elephant wind farms, and costly, dodgy electricity? Are the "smart homes" and "smart grids" actually overly-complicated patchwork solutions to a problem that has a safe, affordable, reliable, carbon-free solution - nuclear? And what the hell is "baseload" power, anyway?

    Aidan Morrison is the Director of Energy Research at the classical-liberal Centre for Independent Studies. He's a data scientist with postgrad qualifications in physics who leads the centre's energy systems research. He argues that most assessments of renewable energy are incomplete or misleading.

    If you missed Josh's chat with the renewable-energy engineer and entrepreneur Saul Griffith on June 10th, you might want to give it a listen first here. Here, Aidan and Josh debate how to think about generating and supplying cheap power to a high-tech society... and whether the answer to our growing energy needs is staring us right in the face.

    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


    PREMIUM: "In-Groups & Out-Groups" with social psychologist Jolanda Jetten Jul 10, 2025
    Show notes

    Are you defined by your identities? Where do you rank in the hierarchy of your social group, either online or in real life? How are the boundaries of your communities policed? By whom?

    In an era of social-media mobs, splintering communities and anti-immigrant ideas, the way we sort ourselves into in-groups and out-groups is a fascinating field of social psycology. Professor Jetten is an expert in the psychology of inclusion and exclusion, radicalisation, social dynamics, and the ways in which “who you are” is shaped by “who you are with.”

    Professor Jetten is from the Netherlands, but currently works at the University of Queensland in Australia.

    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


    “Josh vs the Anti-Gay-Parenting Activist” Katy Faust Jul 07, 2025
    Show notes

    Katy Faust is a family-values activist who campaigns against all families that don't contain a biological mother and father. A rockstar among American conservatives, she's the founder of the children's rights organization, Them Before Us. On shows like Jordan Peterson's - and in her lobbying of lawmakers - she argues for prioritising every baby's right to its biological parents over the right of adults to start a family.

    At a time when Republican support for same-sex marriage is dropping fast thanks to discomfort with parts of the LGBTQIA+ agenda (especially relating to kids and transgenderism), Katy's ideas are gaining traction. Her policies would revolutionise - and in some case, criminalise - IVF, surrogacy, adoption, sperm donation, egg donation, and even divorce.

    The group most targeted by biological-parenting laws would, of course, be gay parents - who, by definition, subvert the nuclear biological family.

    While Katy was touring Australia, she was kind enough to stop by the Uncomfortable Conversations studios to make her case against gay parenting to one of Australia's most prominent gay dads, the host of this show.

    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


    "Artificial Intelligence in a Human World" with Prof. Toby Walsh Jul 03, 2025
    Show notes

    Is it legit for tech companies to vacuum up everything humans create, to spin off A.I. content, and not to compensate humans? Will this world of creative artificial creatures promote or corrode human creativity?

    In America, two tech giants just won landmark court cases over their use of copyrighted works to train A.I. models. The court found that Meta and Anthropic didn't violate copyright when they trained their large language models on books without the authors' permission.

    This raises big questions. Who gets to create? What is A.I. actually doing, under the hood? How is it impacting human work? Is the famous "Turing Test" even relevant any more? And by what measure would we even know if machines are "intelligent"? Might we already have achieved Artificial General Intelligence and will only know it with hindsight?

    Professor Toby Walsh is one of the most respected - and most measured - A.I. academics in the world. He studied theoretical physics and mathematics at Cambridge, and got his PhD in artificial intelligence at the University of Edinburgh. He's currently a professor of artificial intelligence at the University of New South Wales, where he runs the A.I. Institute, and the former editor-in-chief of the Journal of Artificial Intelligence.

    At this tipping point in the evolution of A.I., Toby and Josh wrestle with the development of artificial intelligence, its future... and where that leaves the rest of us. Toby's new book is "The Shortest History of A.I."

    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


    "Should We Ban Extreme Wealth?” with Prof. Carl Rhodes Jun 30, 2025
    Show notes

    Is there something broken about a world where some people are absurdly, insanely rich? Or is inequality the price we pay for innovation? What do Bezos, Gates, Musk & Zuck tell us about what's malfunctioning in our societies? Would be better with no billionaires, or is the anti-rich movement an impoverished politics of envy?

    Professor Carl Rhodes was the dean of the business school at the University of Technology, Sydney. His new book is "Stinking Rich: The Four Myths of the Good Billionaire".

    Carl and Josh debate fairness, democratic socialism, Bernie Sanders, Steve Jobs, diversity, whiteness, wokeness and wealth.

    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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