Episode (200)
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Ep. 388: What’s Worrying Jon Haidt Now? + Should You Buy a Landline? (Cal just did…)
Jan 19, 2026Despite some initial skepticism, Jonathan Haidt’s crusade against kids using smartphones has been more or less completely vindicated. Which got us thinking: what’s he worried about next? In the ideas ...
Ep 387: Can Substack Save Journalism? + Viral Advice for Ignoring Your Phone
Jan 12, 2026Last year, when columnist Paul Krugman left the NYT, it seemed like yet another example of the traditional media crumbling. But Krugman, as it turns out, is doing great. His popular substack now reach...
Ep 386: Was 2025 a Great or Terrible Year for AI? (w/ Ed Zitron)
Jan 05, 2026Ep 386: Was 2025 a Great or Terrible Year for AI? (w/ Ed Zitron) 2025 was a year that was saturated in AI news, from Deep Seek, through claims of economic “bloodbaths,” to GPT-5, Sora, and Chatbot gi...
Ep 385: Single-Purpose Notebooks (REPLAY)
Dec 29, 2025In this replay of a classic episode from March 2024, Cal discusses his transformative experience using a small analog notebook to tackle a complicated problem in his life. He makes the broader argumen...
Ep 384: What Should I Read for a Deeper New Year?
Dec 22, 2025In our annual holiday episode, Cal tackles one of the questions he’s asked most often: What should I read? But with a twist. He recommends six books that are not from the self-help or advice genre tha...
Ep 383: Why Is Everyone Talking About “Against the Machine”? (w/ Tyler Austin Harper)
Dec 15, 2025Earlier this fall, the activist, novelist, and essayist Paul Kingsnorth published an anti-technology polemic called “Against the Machine.” To say it hit a nerve is an understatement. In the months tha...
Ep. 382: Is the Internet Becoming Television?
Dec 08, 2025Last month, Derek Thompson published an intriguing essay that made waves in technology criticism circles. It was titled: “Everything is Television.” In today’s episode, Cal takes a closer look at this...
Ep. Ep 381: Life Advice from Legendary Writers
Dec 01, 2025In today’s episode, Cal reviews some of his favorite advice from legendary writers (plus a bonus piece of advice from his own craft). Within each suggestion, he finds a general idea that can apply to ...
Ep. 380: ChatGPT is Not Alive!
Nov 24, 2025There has been a lot of loose talk online recently about the capabilities of existing AI tools. In this episode, Cal reacts to a specific recent clip from the Joe Rogan podcast in which the guest argu...
Ep. 379: The Flexibility Myth
Nov 17, 2025When companies began instituting return-to-office plans after the pandemic, a disproportionate number of women chose instead to leave the workforce. Why? The obvious answer is that they wanted the fle...