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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.

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    Copyright: © 2024 Josh Szeps 224787

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    Latest Episodes:
    Has Feminism Been Hijacked? Nov 09, 2026
    Show notes

    Are women's rights helped or hindered by hitching them to an intersectional alliance of climate justice, Gaza activism and transgender rights?
    Professor Catharine Lumby founded the media departments at both of Sydney's big ivy-league universities, UNSW and Sydney University, where she remains the department chair.
    An icon of the Australian left, Lumby started out as a fiery third-wave feminist writing extensively about the media, sex and social justice. She became a journalist, columnist and feature writer at Australia's biggest newspapers, and spent the 1990s in New York before doing her PhD about tabloid journalism.
    Now a Professor in Media & Communications, Lumby joins Josh to reflect on university activism over the course of her career, changes to feminism, social justice, anti-Zionism and trans rights.
    She respectfully requests that you not cancel her for this conversation.


    But where are the young capitalists? Nov 05, 2026
    Show notes

    Here she is!

    Reem Ibrahim started out as a run-of-the-mill British pro-Corybn social democrat. Then she went to the London School of Economics and Political Science, passed through a phase of anarcho-capitalism, and has become a rising star of libertarian activism and consumer choice advocacy.

    She joins Josh to debate the French protests, the UK’s National Health Service, A.I. regulation, welfare payments, public services, data centres, and why there’s no air-conditioning in Europe.


    ELECTION 2026: What Everyone’s Missing Nov 05, 2026
    Show notes

    Trumpism is over. The Republican coalition is in tatters.

    What’s next?

    Democrats have a massive new congressional majority, including in deeply Republican areas. The last time they got this large a share of the popular vote for House candidates (in any election, midterm or otherwise) was after Watergate, half a century ago. Kansas has elected a Democratic senator for the first time since 1932.

    But what, exactly, are voters demanding? Can Democrats provide it? And what do such large swings tell us about the responsiveness of the political system... and the stability of society as a whole?

    Josh wasn’t going to opine on the midterms but the size of the swing, and the triumphalist coverage from the legacy media, nudged him into this thought-provoking editorial. It was delivered live on Substack on Wednesday evening, U.S.-time. Grab a brandy and a cigar, and enjoy.


    JUST JOSH: How to Survive the A.I. Zombie Apocalypse Nov 04, 2026
    Show notes

    As the US midterms unfold, take a moment to reflect on the bigger picture. While voters protest data centres and politicians quibble about A.I. regulations, you and I are left with a few questions.
    What rules can constrain A.I.? What are the real risks? What's wrong with the black-&-white thinking of A.I. doomerism vs A.I. utopianism? Could a face-eating-zombie analogy help?
    This editorial was delivered as a Substack Livestream at 7pm ET on election day, to help you focus a little less on the horse race and a little more on what matters. Let Josh take your hand for an enlivening stroll through the lush gardens of A.I. risk.


    Heretics’ Andrew Gold: Is Multiculturalism a Cult? Nov 03, 2026
    Show notes

    Is independent thinking sustainable for humans? Or will people always collapse into tribes, mandating beliefs and excommunicating heretics?


    Is Josh a delusional optimist for believing in humanism, liberalism, pluralism and reason? Is it inevitable that people will sort themselves into comforting groups that increase polarization and cultural warfare? Is MAGA a cult? Is gender ideology? Is Zionism? Is multiculturalism?
    Andrew Gold is one of Britain's most popular podcasters and YouTubers. A former mainstream journalist whose documentaries aired on HBO and the BBC, his work dried up in the late 2010s and early 2020s. He blames that era's insistence on diversity (another cult?), when it became almost impossible for a straight white male to successfully pitch a new show.


    He now hosts Heretics, a wildly popular online TV show that's proudly heterodox and frequently anti-woke. Andrew was kind enough to invite Josh to his studios in North London to discuss groupthink, the culture wars, whether Britain is unravelling, and whether liberalism itself is contradictory.


    Comedy Kingmaker on Speaking Fearlessly & Living Well Oct 29, 2026
    Show notes

    Noam Dworman is the owner of comedy’s most revered venue, the Comedy Cellar, sometimes referred to as the "Harvard” of comedy clubs. He transformed it from a single 1980s room in Greenwich Village into a five-venue behemoth.
    The stars who made their name on Dworman’s stage are a who’s who: Richard Pryor, Steve Martin, Chris Rock, Jon Stewart, Amy Schumer, Ray Romano, Sarah Silverman, Dave Chappelle, Louis C.K.
    Why does Noam still do it? What has he learned about how to lead a good life? Is it harder to get ahead as a small business owner these days? And why is he getting fined for other people’s sidewalk trash?
    Josh visits Noam at his studio above the Cellar to discuss how to give the benefit of the doubt to people who are wrong—from border-town voters, to Trump officials. They wrestle with free speech, ICE, bureaucracy, and why cancel culture’s “consequences” might be harsher than we think.


    What Israeli Election? Oct 27, 2026
    Show notes

    As we hold our breath to find out whether Israelis will finally spurn Netanyahuism, Yael Bar Tur joins Josh to definitely NOT discuss the Israeli election.

    Yael majored in counterterrorism in Israel and has a master’s in public policy from the Harvard Kennedy School of Government. As the NYPD’s head of digital, she was on the front lines of the official response to the defund-the-police movement of the 2010s.

    Josh and Yael dug into the Israeli electoral system, the American banking system, policing, and, randomly but inevitably, the new documentary about Elizabeth Holmes.


    Stephen Fry on Love, Trump and Learning Not to Care Oct 26, 2026
    Show notes

    This episode is part of The Best Of series and was originally posted in 2024.

    Few Britons are as iconic as Stephen Fry.

    On TV, he’s an Emmy-winning comedy legend immortalised in shows like A Bit of Fry & Laurie, Jeeves & Wooster, and Blackadder. He has hosted the British Academy Film Awards twelve times and won six BAFTAs as the host of the smash-hit BBC television quiz show Q.I.

    On stage, Stephen’s adaptation of Me and My Girl won two Olivier Awards. He was nominated for a Tony for his performance in The Globe’s production of Twelfth Night on Broadway.

    On the big screen, he’s starred in Wilde (as Oscar Wilde, a performance nominated for a Golden Globe), Gosford Park, Chariots of Fire, A Fish Called Wanda, V for Vendetta and The Hobbit.

    Stephen is the voice of all the Harry Potter audiobooks. His eloquence infuses his countless essays, comedy sketches, articles, novels, and books about Greek mythology.

    His autobiography, Moab is My Washpot, with its raw honesty about his screwed-up teenage years, was transformational for a young Josh Szeps.

    On a trip to Sydney, Stephen swung by the Uncomfortable Conversations studios to visit with Josh. Enjoy this sparkling conversation about the cycle of life, the richness of being human, finding creative authenticity, and ignoring Donald Trump.


    Midterms! France! Josh is in DC! Yayyy Oct 22, 2026
    Show notes

    Is the exhausted majority stuck choosing between two extremes that can’t be satisfied, and what happens when the far left and far right go head to head?

    Josh chats with comedy writer and author of I Might Be Wrong, Jeff Maurer, live from a Washington, DC, hotel room, about why centrists keep losing the argument on both sides. They dig into the chaos in France, where a nation that riots over a modest rise in the retirement age may now face a runoff between an old-school communist and Marine Le Pen, and why Jeff thinks the far right wins that contest almost every time. They also cover the motte-and-bailey fallacy, Australia’s superannuation fix versus America’s looming Social Security cliff, why the left needs its own “Nixon goes to China” moment, the illiberal turn in progressive race politics, and the case for a really basic version of Medicare for All.


    BREAKING: A Note on Political Violence Oct 21, 2026
    Show notes

    Is it more ethical to prosecute your moral beliefs, or to understand people who disagree? Who, exactly, is fomenting polarisation? Who is capable, potentially, of political violence?

    Is it, perhaps, all of us? Especially those of us convinced we’re doing good?

    Several months ago, Josh hosted an Uncomfortable Conversations panel event at a black-tie gala in the nation’s capital with the federal member of parliament Helen Haines. This week, Haines was intentionally rammed by a car. She has lost both her legs.

    The prime minister is trying to soothe a shocked nation by encouraging “people in positions [of influence]… to join in the call to turn [the] temperature down.”

    Josh knows a thing or two about fostering conversations across ideological divides. In this ad-libbed editorial from New York, Josh argues that telling other people to turn the temperature down is worse than useless.

    Nobody thinks their own temperature is set too high. Rather, we believe that less passionate people are feckless or corrupt.

    This points a way forward, towards how we all might participate in creating a more cohesive society.

    Our thoughts are with Helen, her family and her loved ones. We hope that in some tiny way, this helps.


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