
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
| Publishes | Twice weekly | Episodes | 568 | Founded | 11 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | Society & CultureComedyComedy Interviews | |||

Every human mind is a propaganda machine. It manufactures certainty, reinforces old narratives, and keeps us loyal to beliefs that no longer serve us. In an era of infinite information and AI-generated content, these internal distortions make it tric... more
What do we actually owe each other in a society trying to hold pluralism, free speech, and real religious and ethnic tension together at the same time?
Josh sits down with comedian, writer, and Crikey columnist Sami Shah, born Muslim in Pakistan, wh... more
When you read news about a data breach which might have exposed your information, do you even care? Who’s behind all this hacking: China, Russia, or a nerd in his parents’ basement? Are our water and electrical systems at risk? And is A.I. going to m... more
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Thoughtful. Thought-provoking.
Thank you.
Interesting and valuable concept - the idea that we should be able to have uncomfortable conversations that challenge mainstream groupthink. But Josh is not a good interviewer - frequently interrupting guests before they can get a thought out and one-upping them to try and prove ?intellectual superiority. His style is quite hostile and pugilistic, so I don’t feel that in practice these conversations are truly thought provoking or able to get to the nuance/complexity of the topic.
Excellent truth . Refreshing to hear the voice of someone who had a seat at the table.
Josh, on the other hand seems to reflexively Westplain. It’s a pattern.
This was the best interview for every person in a parenting role.
It’s great to read reviews that hate you from sides of the isle. Please keep contributing to conversations regardless of what your audience wants to hear. Thanks Josh!
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
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Recent interactions between the hosts and their guests.
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The show centers on provocative, candid conversations that challenge conventional wisdom across politics, culture, and society. Episodes frequently feature executives, journalists, academics, and insiders who bring expert context to hot-button topics such as free speech, gender, parenting, education, and political branding. The host steers conversations toward practical implications and real-world dynamics, often highlighting how narratives shape public discourse more than facts. Listeners can expect thorough debate, diverse viewpoints, and a willingness to tackle controversial subjects with curiosity, civility, and a bias toward unpacking uncomfortable questions. A notable strength is its ability to attract high-profile guests from politic... more
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These podcasts share a similar audience with Uncomfortable Conversations:
1. Conversations with Coleman
2. Making Sense with Sam Harris
3. The Unspeakeasy With Meghan Daum
4. Quillette Podcast
5. The Moynihan Report
Uncomfortable Conversations launched 11 years ago and published 568 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Uncomfortable Conversations include:
1. Sami Shah
2. Assadi Youssef
3. William Shatner
4. Jonathan Haidt
5. Megan Phelps-Roper
6. Jeff Maurer
7. Jon Stewart
8. David Letterman
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