Episodes 465
Avg. Duration 1h 2m
Activity Highly Active
Apple Rating 4.5 (795)
Since Jul 2020
Latest Episode Jun 2026

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Schedule
Every Few Days
Format
Episodic
Consistency
59%
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rss2.flightcast.com

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About This Podcast

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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Recent Episodes

WTF? Gladiator Battles on the White House Lawn: How MMA & the Manosphere Took Over America (& the White House)

Jun 11, 2026 13m Transcript

On Sunday, mixed martial arts fighters will beat the crap out of each other in a 90-foot-tall Ultimate Fighting Championship cage on the South Lawn of the White House. Senator John McCain once…

"Smile! Civilisation is Collapsing" with Sarah Wilson

Jun 08, 2026 1h 12m Transcript

In a world of catastrophic fires, record floods, collapsing democracies and rising unrest, our lives have rarely felt more precarious. So how do we keep living meaningfully through it? And if (or…

Matt Taibbi, America's Top Gonzo Journalist, on How the Media Lost Its Mind

Jun 01, 2026 1h 41m Transcript

Get 30% OFF an Annual Uncomfortable Conversations Subscription at https://uncomfortableconversations.substack.com/subscribe/sanityWhat happened to the news media? What does it have to do with why…

“What the Hell Happened to L.A.?” with Meghan Daum

May 28, 2026 1h 21m Transcript

Los Angeles was once the city where people went to reinvent themselves. Space, sunshine, stardom. How did it become the city where people go to disappear into homeless tent encampments?Meghan Daum is…

Where Does Anti-Zionism End and Anti-Semitism Begin?

May 25, 2026 1h 46m Transcript

Is it possible to criticise Israel without being anti-Semitic? How do we even know if you cross that line?It’s a question that has divided dinner tables, ended friendships, and split the left in half…

What Australia's Covid Frontman Regrets

May 21, 2026 13m Transcript

As the Hantavirus and Ebola pop up in the news, what did we get wrong during Covid?Dr Nick Coatsworth was the Australian government’s deputy chief medical officer during the pandemic’s first wave,…

Josh vs the News: Think Bigly! with Reverend Szeps

May 20, 2026 56m Transcript

The world is seemingly on fire. Iran, Ukraine, China, Trump, AI, climate, antisemitism, the Australian budget. It’s an avalanche of bad news, until Reverend Szeps arrives on the scene to put it all…

Just Josh: Why Can't Politicians Answer A Question?

May 18, 2026 58m Transcript

Hey! Politicians! Stop talking like cardboard cutouts (if you're mainstream) or lunatics (if you're not).If politicians can't figure out how to have uncomfortable conversations, voters will elect…

What Trump & Xi are Really Up To! with fmr White House Official Tom Wright

May 14, 2026 12m Transcript

Trump is in China, and you need to know what he and Xi are up to. What new world order are they creating?Today, Josh sits down with a senior US former national security official to understand how…

Josh vs the News: BUDGET BONANZA!

May 13, 2026 1h 7m Transcript

It’s the biggest day in a generation for Australian economic reform (and for those of you abroad observing our friendly foreign land). From house prices to entrepreneurship to the far right to the…

Nazi Salutes = Free Speech? with John Safran

May 10, 2026 1h 24m Transcript

Is anything too offensive for our post-cancel-culture world? When Trump & Elon wield "freedom of speech" as a way to silence their enemies, who's defending unpopular voices? When anti-Zionism,…

Should You Be A Nationalist?

May 07, 2026 53m Transcript

Does nationalism have to be xenophobic or racist? What would it mean to be a nationalist who isn’t a blood-&-soil bigot but a pluralistic liberal? How can multicultural societies like ours…

Josh vs the News: Trump Cancels "Project Freedom!"

May 06, 2026 36m Transcript

The latest chaotic development under “Operation Epic Fury” has continued to show the catastrophic strategic position the United States has found itself in. But it could be worse! It’s not like the…

Jimmy Carr: "The World is Being Rebuilt from Scratch"

May 04, 2026 1h 24m Transcript

Jimmy Carr is one of the most successful stand-up comics on earth (and one of our most recurring guests).His hilarious, brutal crowd work is a viral sensation, and his television credits include…

Why Smart People Make Dumb Choices

Apr 30, 2026 1h 16m Transcript

Life’s biggest decisions are always the most Uncomfortable. Should you have a baby? Should you quit your job? Should you move to a new country? Should you drop acid?Anytime you’re faced with a…

'Truth' in an Age of A.I.

Apr 28, 2026 2h 4m Transcript

What will reality feel like when we receive most of it via all-knowing machines?Our shared understanding of the world has been fractured by social media’s echo chambers of news, entertainment,…

Philosopher A.C. Grayling in the Most Mind-Expanding Episode of the Year

Apr 23, 2026 52m Transcript

Today, a delightful and scintillating and inspiring and disconcerting and thought-provoking and discombobulating and many-other-multi-syllabic words-ing romp with one of the most celebrated…

Josh vs the Anti-Abortion Activist

Apr 20, 2026 1h 51m Transcript

For an issue we don’t normally know how to talk constructively about, can Josh and one of the most outspoken anti-abortion activists model what a genuine, but respectful, disagreement can actually…

BLOCKADE COUNTDOWN: What's the End Game?

Apr 16, 2026 46m Transcript

What is the end game in Iran? What is the blockade achieving? What cards does Iran still hold?Last week, the end was in sight with a two-week ceasefire. Then talks in Pakistan between the US vice…

Josh vs the News: Blockade Games, Orban Ousted, & Elon Notices Australia

Apr 15, 2026 44m Transcript

On this week's thrilling instalment of the world's favourite livestream, Josh vs the News:•⁠ ⁠Hormuz gets a Big, Beautiful naval blockade!•⁠ ⁠How Viktor Orbán was defeated by a ranch full of…

Frequently Asked Questions

How many episodes does Uncomfortable Conversations with Josh Szeps have?

Uncomfortable Conversations with Josh Szeps has published 465 episodes since July 2020, covering topics in Comedy, Comedy Interviews.

Is Uncomfortable Conversations with Josh Szeps still active?

Uncomfortable Conversations with Josh Szeps is currently highly active with new episodes every few days. Average episode length is 1h 2m.

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