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 [email protected] and include the name of the podcast.

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 [email protected] and include the name of the podcast.

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 [email protected] and include the name of the podcast.

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 [email protected] and include the name of the podcast.

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 [email protected] and include the name of the podcast.

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 [email protected] and include the name of the podcast.

Jia Tolentino, author of Trick Mirror and staff writer at the New Yorker, joins Offline to discuss how it’s becoming harder and harder to make sense of reality, especially with AI taking over our feeds. She and Jon talk about how online distrust bleeds into life offline, parenting in this moment of endless horrors, and the inspiration (or lack thereof) behind her latest essay, "My Brain Finally Broke." But first! Jon’s X account may have gotten hacked, but even a crypto scam couldn't stop him from getting his social media fix. Then, he and Max dig into Trump’s attacks on the U.S. Copyright Office, and the concerns it raises over the material AI companies are using to train their models. Finally, the guys explain how the new pontiff has come out against the technology, and why “Leo” is an homage to the last pope to preside over an industrial revolution.

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email [email protected] and include the name of the podcast.

Lauren Greenfield, director of the acclaimed FX docuseries “Social Studies,” sits down with Jon to talk about the year she spent shadowing a group of LA teens as they navigated their very online lives. The kids gave Lauren permission to screen record their phones for the duration of filming, and the result is an intimate, frenetic and often horrifying account of what it's like to be underage on the internet. But first! Mark Zuckerberg is crushing the podcast circuit with relatable anecdotes about his underground bunker and replacing human friends with AI companions. Meanwhile, his frenemy Elon Musk is making a not-so-triumphant departure from DOGE. Jon and Max discuss whether the Department’s next step is a full-scale American panopticon, then say a little prayer for AI Pope Trump.
 

"Social Studies" curriculum and resources: https://www.learner.org/socialstudies/

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email [email protected] and include the name of the podcast.

Pete Hegseth isn’t the only one who loves a group chat—turns out Silicon Valley's descent into Trumpism was powered by a constellation of Signal and WhatsApp chats between America’s tech overlords. Max and Jon walk through the Marc Andreessen-powered phenomenon, then discuss how Jeff Bezos was forced to kiss Trump’s ring this week by walking back Amazon's response to his tariffs. Next up: how will Gen Z's lifestyle subsidy (cheap AI) compare to millenials’ lifestyle subsidy (cheap Ubers)? And finally, what’s the most disturbing way people are using AI chatbots…and why does it involve John Cena?

For a closed-captioned version of this episode, click here. For a transcript of this episode, please email [email protected] and include the name of the podcast.

This Terminally Online preview breaks down the liberal media’s response to the back-and-forth between Larry David and Bill Maher, right-wing transvestigations, and TikTok’s “broken bone theory.” For the full episode and more Terminally Online, subscribe by April 30th to enjoy 30 days of Friends of the Pod for free! Support Crooked’s mission while unlocking ad-free episodes for Offline with Jon Favreau, exclusive content, a great Discord community, & more. Sign up now at crooked.com/friends  or through this feed on Apple Podcasts.