• Raising Boys in the Era of Incels, MAGA, and the Manosphere
    Jul 17 2025

    Boys today are being told to man up by the right and sit down by the left. Coming of age in the shadow of #MeToo and wading through algorithms rife with manosphere content, many young men are accepting the far right’s simple answers and leaning into traditional masculinity…without realizing it’s stunting their emotional development. Others are letting technology isolate and depress them. What is it about boys' psychology that makes them so vulnerable to the Internet Age? How does patriarchy lead well-intentioned parents to treat their sons less affectionately? When will men have a liberation movement—and do they deserve one? Ruth Whippman, author of BoyMom, sits down with BoyDad Jon to unpack it all.

    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.

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    1 hr and 6 mins
  • Peter Thiel's Antichrist, JD Vance's Split with the Pope, and Ross Douthat's Scientific Case for Believing in God
    Jul 10 2025

    Religion in the US has been on the decline for many years, but does atheism make us unhappier? Ross Douthat, New York Times Opinion columnist and author of Believe, joins Offline to explain why he thinks believing in God is a rational choice, why secular humanism feels worse in the age of Trump, and what he makes of Peter Thiel and J.D. Vance’s recent misanthropic comments on his "Interesting Times" podcast.

    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.


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    1 hr and 18 mins
  • Hugs From Your Late Mom, Interdimensional Chats, and College Cheating: The AI Future Is Here
    Jun 26 2025

    We don't really know how AIs like ChatGPT work...which makes it all the more chilling that they're now leading people down rabbit holes of delusion, actively spreading misinformation, and becoming sycophantic romantic partners. Harvard computer science professor Jonathan Zittrain joins Offline to explain why these large language models lie to us, what we lose by anthropomorphizing them, and how they exploit the dissonance between what we want, and what we think we should want.

    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.


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    1 hr and 21 mins
  • The Truth About Young Men's Shift Towards Trump
    Jun 19 2025

    Why are young men — of all races — moving toward Trump? Are high prices to blame? Their media diets? The Democrats? John Della Volpe, the nation’s leading youth pollster, joins Offline to discuss “Speaking to American Men,” a new $20 million effort to bring young men back into the Democratic coalition. John and his colleagues surveyed more than 1,000 men under 30 and conducted dozens of focus groups to understand what these men think about Donald Trump, the Democrats, and the direction of the country. He sits down with Favreau to share the effort’s initial findings — some surprising, some not — and to explain why reversing their shift toward MAGA may actually be easier than progressives assume.

    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.

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    1 hr and 6 mins
  • Succession’s Creator Takes on the Tech Billionaires
    Jun 12 2025

    Jesse Armstrong, the Emmy Award-winning creator of HBO's "Succession," joins Offline to chat about how he made a mockery of Silicon Valley tycoons in his new movie, “Mountainhead.” He and Jon discuss why the men who run social media companies are so anti social, how hard it is to satirize people who are already parodies of themselves, and compare notes on their writing process. Then, Offline welcomes an old friend back to the show to celebrate the Musk-Trump fallout.

    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.

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    1 hr and 3 mins
  • Momfluencers, Baby Gadgets, and the Perils of Parenting in The Digital Age
    Jun 5 2025

    Are we surveilling our children too much? Do we need fancy gadgets to track their sleep? Should we be taking so many pictures of them? Longtime New York Times culture critic Amanda Hess joins Offline to discuss why the optimization of childhood may just be another empty promise of the information age. Amanda's new book, Second Life, follows her digital identity crisis as she grapples with her newborn baby's rare genetic disorder, traversing the Facebook groups, Reddit threads, spy cams and momfluencers she and other parents use as a 21st century substitute for a proverbial village.

    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.

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    1 hr and 8 mins
  • AI News Anchors, Dems $20 Million Plan to Study Men, and Max Bids Farewell to Offline
    May 29 2025

    To celebrate his final appearance on the pod, Max takes Jon on a trip down memory lane, sharing his favorite Offline clips from the past two years—including lessons he learned while trying to take control of his screen time, insights about loneliness in the digital age, and a touching reflection on what it means to pay attention to what you pay attention to. But first! Your favorite millennials discuss a terrifying AI model that’s likely to kick off the fake news apocalypse and the Democratic Party’s new not-so-secret secret plan to win back the support of young men (and what Democratic donors should spend their money on instead).

    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.

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    1 hr and 17 mins
  • Elon's Offline Challenge, Grok’s White Genocide Glitch, and Silicon Valley's New Religion
    May 22 2025

    The tech elite believe AI is just a few years away from displacing most computer-based jobs, and they seem…excited about it? Atlantic staff writer Matteo Wong joins Offline to discuss why Silicon Valley thinks AI is more important than anything happening in politics or the economy, and why it’s all eerily similar to their optimism around social media in the 2010s. But first! Max shares a personal update that we all hate, and then it's onto the news. This week, foe of the pod Elon Musk decided he’s done spending millions to be fake friends with Donald Trump. America’s edge lord may be posting less, but xAI is still spreading the good word. Max and Jon explain why Grok got so obsessed with unfounded claims of white genocide in South Africa, examine why Jon is STILL getting in Twitter fights, and explore new research on social media's dubious teen accounts.

    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.

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    1 hr and 10 mins