• What Is A Human For?
    Jun 27 2026

    AI is creating a crisis of agency where people are becoming paranoid that they’re being manipulated, suckered, and ultimately replaced. Charlie Warzel joins Offline to elaborate on his Atlantic essay, “The Feeling of Control Slipping Away,” which illustrates the myriad ways AI is driving people insane. He and Jon talk about whether human creativity is endangered, if AI is anything more than a corporate black-box, and what it means to be human when a robot can do everything better than you. They also discuss Elon Musk's SpaceX IPO, what its valuation means and Musk's efforts to rewrite DOGE's devastating legacy, as well as his own.

    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, episode title, and episode date.

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    1 hr and 5 mins
  • Why You Should Love America
    Jun 20 2026

    Progressives are highly critical of America, and for good reason. But we are losing more than problematic idols and ideals when we abandon patriotism. Jerusalem Demsas, founder and editor of “The Argument,” argues that if we’re going to save America, we’ll have to start loving it first. She joins Offline to explain how liberals have ceded patriotism to the right, why No Kings is starting to fix this, and how to talk about our country’s issues without undermining hope that America still holds promise.

    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, episode title, and episode date.

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    1 hr and 6 mins
  • Has The Left Finally Figured Out the Internet?
    Jun 13 2026

    Ever heard a popular TikToker wax poetic about who they’re voting for? They might be getting paid…and not disclosing by whom. Kyle Tharp, author of the Chaotic Era newsletter, joins Offline to discuss the emergence of pay-for-play political influencers and whether Democrats have made any progress in figuring out the internet. He and Jon talk about the decline of Ben Shapiro and the Daily Wire, the new success of legacy media on TikTok, and the intense grassroots anger around data centers.

    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, episode title, and episode date.

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    56 mins
  • Is Masculinism Holding MAGA Together?
    Jun 6 2026

    Who are the men who want women to be quiet? Author and Atlantic staff writer Helen Lewis argues it’s nearly everyone on the right. She joins Offline to make the case that “masculinism” and its mission to reestablish the primacy of men is what unites conservatives more than anything else…except maybe Donald Trump. In reporting her most recent cover story, Helen spoke with so-called intellectuals and leaders of the masculinism movement, many of whom have direct ties to senior MAGA officials, even as they speak openly about repealing women’s rights: to vote, to run for office, and to make basic decisions about work and life. Jon and Helen discuss how influencers profit by preying on young men, how right wing grievances are bleeding into electoral contests across the country, and who can model better masculinity for boys.

    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, episode title, and episode date.

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    1 hr and 2 mins
  • Chatbots, MDMA, and Finding Love in the Digital Era
    May 30 2026

    Sonja Lyubomirsky, happiness researcher and author of How to Feel Loved, joins Offline to explain the secret to living a contented life—and why the internet makes it so damn hard. If everyone we love and seek to impress is reachable at all times…why are Americans getting less happy, year after year? Sonja and Jon chat about how social media curation may be seeping offline, the ways our digital lives have affected our ability to form strong relationships, and whether AI could actually help bring under-socialized, under-romanced teens out of their shells.

    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, episode title, and episode date.

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    55 mins
  • Breaking the Cycle of Political Violence
    May 23 2026

    Does political violence ever help a social cause? Zayd Ayers Dohrn, playwright and host of Crooked's "Mother Country Radicals," joins Offline to discuss the complicated legacy of radical activism in America. In his new book, Dangerous, Dirty, Violent, and Young, Zayd dives even deeper into the morally ambiguous decisions made by his parents...two founding members of the notorious Weather Underground. He and Jon contemplate what activist actions lead to mass alienation vs. adoption of ideals, why a generation of Americans gravitated towards political violence in the 1970s...and why it's happening again today.

    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, episode title, and episode date.

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    57 mins
  • This Candidacy Is a Test Case for AI Regulation
    May 16 2026

    Why is Palantir, the former employer of congressional candidate Alex Bores, currently running attack ads against him...for working at Palantir? New York Assemblymember Alex Bores joins Offline to explain why his stance on AI has made him a target for the biggest dark money super PAC in the country. Then, he and Jon discuss what AI regulation could actually look like if we had a competent government, how to guarantee the dignity of work in an age of full automation, and weather the wealth AI creates could be effectively redistributed back to the people it replaces.

    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, episode title, and episode date.

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    54 mins
  • Healing Our Broken Brains
    May 9 2026

    Cal Newport, computer scientist and author of Deep Work, joins Offline to explain why we need a revolution in cognitive fitness, and how AI is going to get in the way. Cal and Jon explore how smartphones and AI are destroying our ability to concentrate, how our attention spans are a third of what they were just twenty years ago, and how we can practice “deep work” in our constantly interrupted digital environment.

    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, episode title, and episode date.

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    52 mins