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Ep 385: Single-Purpose Notebooks (REPLAY)
Dec 29, 2025 1h 9m

Ep 385: Single-Purpose Notebooks (REPLAY)

In 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 argu...

Ep 384: What Should I Read for a Deeper New Year?
Dec 22, 2025 1h 16m

Ep 384: What Should I Read for a Deeper New Year?

In 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 ...

Ep. 382: Is the Internet Becoming Television?
Dec 08, 2025 1h 19m

Ep. 382: Is the Internet Becoming Television?

Last 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 t...

Ep. Ep 381: Life Advice from Legendary Writers
Dec 01, 2025 1h 38m

Ep. Ep 381: Life Advice from Legendary Writers

In 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 ...

Ep. 380: ChatGPT is Not Alive!
Nov 24, 2025 1h 18m

Ep. 380: ChatGPT is Not Alive!

There 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 a...

Ep. 379: The Flexibility Myth
Nov 17, 2025 1h 55m

Ep. 379: The Flexibility Myth

When 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 ...

Ep. 378: The Lost Art of Long Thinking
Nov 10, 2025 1h 28m

Ep. 378: The Lost Art of Long Thinking

We often talk on this show about how digital devices undermine our ability to consume more complicated and meaningful ideas. But what about our ability to produce such ideas from scratch? In this e...

Ep. 377: The Case Against Superintelligence
Nov 03, 2025 1h 31m

Ep. 377: The Case Against Superintelligence

Techno-philosopher Eliezer Yudkowsky recently went on Ezra Klein's podcast to argue that if we continue on our path toward superintelligent AI, these machines will destroy humanity. In this episode...

Ep. 376: The Lincoln Protocol
Oct 27, 2025 1h 23m

Ep. 376: The Lincoln Protocol

How do you escape a world where constant digital distractions and darkness threatens to pull you down? Maybe take a page out of Abraham Lincoln’s life. In this episode, Cal argues that Lincoln face...

Ep. 375: Did OpenAI Just Kill Social Media?
Oct 20, 2025 1h 36m

Ep. 375: Did OpenAI Just Kill Social Media?

Ep. 375: Did OpenAI Just Kill Social Media?OpenAI has been making waves recently with their release of their Sora 2 video generation model, which they have launched alongside a TikTok-style social ...

Ep. 374: This is Your Brain on Phones
Oct 13, 2025 1h 38m

Ep. 374: This is Your Brain on Phones

It’s hard to cultivate a deep life when you cannot go more than a few minutes without checking your phone. In this episode, Cal looks closer at the precise neural mechanisms at play that make the p...

Ep. 372: Decoding TikTok’s Algorithm
Sep 29, 2025 1h 26m

Ep. 372: Decoding TikTok’s Algorithm

Last week, it was announced that Oracle would take over operation of TikTok in the US. One of the primary reasons proposed for this deal is that it was in national interests for us to take over con...

IN-DEPTH: Focus like a Nobel Prize Winner (w/ Brian Keating)
Sep 25, 2025 1h 4m

IN-DEPTH: Focus like a Nobel Prize Winner (w/ Brian Keating)

In this episode of IN-DEPTH, Cal is joined by Dr. Brian Keating, the Chancellor’s Distinguished Professor of Physics at UCSD, and one of the most prolific popularizers of science around (you may ha...

Ep. 371: Is it Finally Time to Leave Social Media?
Sep 22, 2025 1h 25m

Ep. 371: Is it Finally Time to Leave Social Media?

We seem to be stuck in a purgatory when it comes to the worst of the social media platforms. We know they’re not great, but it’s hard to muster enough motivation to bother to leave. In today’s epis...

Ep. 370: Deep Work in the Age of AI
Sep 15, 2025 1h 10m

Ep. 370: Deep Work in the Age of AI

A recent study called into question a core assumption about the generative AI revolution: that these tools, at the very least, will make us more productive. In this episode, Cal dives deep into the...

Ep. 369: Why Are We Getting Dumber? A Debate.
Sep 08, 2025 1h 33m

Ep. 369: Why Are We Getting Dumber? A Debate.

IQ scores had been steadily rising since WWII. But, more recently, this phenomenon has stopped.  Since 2010, we’ve actually been getting dumber. In this episode, Cal gets into the common theor...