Uploaded March 2026 | Updated September 2026, 2 weeks ago
Journalist and historian Anne Applebaum joins Offline to discuss America’s slide towards autocracy, as illustrated through Trump's war of choice in Iran. Anne is a staff writer at The Atlantic, an authoritarianism expert, and the host of the "Autocracy in America" podcast. She and Jon discuss how Trump and the White House are using propaganda to minimize the seriousness of this war, what our president has learned from other autocrats, and why Anne is still hopeful that American democracy can still prevail.
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CHAPTERS:
0:00 - Intro essay
7:51 - Anne Applebaum joins
29:08 - ad block 1
31:52 - Putin on the Iran War
49:42 - ad block 2
50:42 - the future of American democracy
Is the internet slowly breaking our brains, and if so, what can we do about it? Offline with Jon Favreau is a place where you can take a break from doom-scrolling and tune in to smarter, lighter conversations about the impact of technology & the internet on our collective culture. Intimate interviews between Pod Save America host Jon Favreau and notable guests like Stephen Colbert, Hasan Piker, ContraPoints, Margaret Atwood, and Megan Rapinoe spark curiosity and introspection around the various ways our extremely online existence shapes everything from the ways we live, work, and interact with one another. Together we’ll figure out how to live happier, healthier lives, both on and offline.
Photos courtesy of AP Photo Archive
Crooked Media believes that we need a better conversation about politics, culture, and the world around us—one that doesn’t just focus on what’s broken, but what we can do to fix it. We are a media network that showcases stories, voices, and opportunities for activism that inform, entertain, and inspire action, because it’s up to all of us to do our part to build a better world.
That’s it. End of mission.
Learn more about us at crooked.com
Journalist and historian Anne Applebaum joins Offline to discuss America’s slide towards autocracy, as illustrated through Trump's war of choice in Iran. Anne is a staff writer at The Atlantic, an authoritarianism expert, and the host of the "Autocracy in America" podcast. She and Jon discuss how Trump and the White House are using propaganda to minimize the seriousness of this war, what our president has learned from other autocrats, and why Anne is still hopeful that American democracy can still prevail.
CHECK OUT THESE DEALS FROM OUR SPONSORS
ONESKIN: oneskin.co Code OFFLINE
SUNDAYS FOR DOGS: sundaysfordogs.com/OFFLINE50 Code OFFLINE50
DELETEME: joindeleteme.com/offline Code OFFLINE
CHAPTERS:
0:00 - Intro essay
7:51 - Anne Applebaum joins
29:08 - ad block 1
31:52 - Putin on the Iran War
49:42 - ad block 2
50:42 - the future of American democracy
Is the internet slowly breaking our brains, and if so, what can we do about it? Offline with Jon Favreau is a place where you can take a break from doom-scrolling and tune in to smarter, lighter conversations about the impact of technology & the internet on our collective culture. Intimate interviews between Pod Save America host Jon Favreau and notable guests like Stephen Colbert, Hasan Piker, ContraPoints, Margaret Atwood, and Megan Rapinoe spark curiosity and introspection around the various ways our extremely online existence shapes everything from the ways we live, work, and interact with one another. Together we’ll figure out how to live happier, healthier lives, both on and offline.
Photos courtesy of AP Photo Archive
Crooked Media believes that we need a better conversation about politics, culture, and the world around us—one that doesn’t just focus on what’s broken, but what we can do to fix it. We are a media network that showcases stories, voices, and opportunities for activism that inform, entertain, and inspire action, because it’s up to all of us to do our part to build a better world.
That’s it. End of mission.
Learn more about us at crooked.com










