Ep. 6: Balancing the Personal and Professional, Unreasonable Email Expectations, and Avoiding Hard Creative Work | DEEP QUESTIONS

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 to ...

1 Des 20251h 38min

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 argu...

24 Nov 20251h 18min

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 fle...

17 Nov 20251h 55min

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 epis...

10 Nov 20251h 28min

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, C...

3 Nov 20251h 31min

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 faced a...

27 Okt 20251h 23min

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 med...

20 Okt 20251h 36min

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 phys...

13 Okt 20251h 38min