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.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Derek Thompson, journalist and co-author of Abundance, joins Offline to hash out some hard truths about AI: who it will actually replace, why we haven’t seen more labor market disruption, and why the Department of War’s battle with Anthropic spells the end of private property rights in America. Then Derek lays out his Postmanesque "Everything Is Television" theory of media for Jon, where politics becomes theater and news becomes performance. The guys wrap it up by discussing how becoming fathers changed their views on parenting—and on living.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.

Imran Ahmed, CEO of the Center for Countering Digital Hate, joins Offline to talk about the horrifying trends his team has unearthed across social media platforms…and how it’s put him in the crosshairs of the Trump Administration. To date, Imran has weathered multiple lawsuits, stood up to Elon Musk, and won. But now, the State Department is trying to get him deported back to the UK—just for publicizing how platforms are hotbeds of bigotry and self harm content. He and Jon talk about how Section 230 of the Communications Decency Act is a cancer on our democracy, why Tech Oligarchs view the rest of us as NPCs, and how the “things" Silicon Valley is moving fast and breaking are actually our own children.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email transcripts@crooked.com and include the name of the podcast.