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.

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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.

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.