Podcast Episodes
Back to SearchEp. 298: Rethinking Attention
Episode 298
We think of information as something neutral; a spotlight that helps illuminate the reality of the outside world. Accordingly, more information is be…
1 year, 10 months ago
Ep. 297: The Deep Life Hardware
Episode 297
Why do you struggle with your grand attempts to escape distraction and aimlessness to make your life deeper? In this episode, Cal draws on an unexpec…
1 year, 10 months ago
Ep. 296: Jane Austen’s To-Do List (LIVE)
Episode 296
In the first ever live episode of Deep Questions, recorded at People’s Book in Takoma Park, MD, Cal extracts a modern productivity lesson from the ta…
1 year, 11 months ago
Ep. 295: Artists Revolt Against Social Media
Episode 295
In this episode Cal takes a closer look at a growing trend of artists quitting social media and instead reverting to old-fashioned websites. Are thes…
1 year, 11 months ago
Ep. 294: A Tactical Assault on Busyness
Episode 294
One of the biggest problems afflicting knowledge workers in the digital age is frantic busyness; days filled with emails, chats, and meetings, withou…
1 year, 11 months ago
Ep. 293: Can A.I. Empty My Inbox?
Episode 293
Imagine a world in which AI could handle your email inbox on your behalf. No more checking for new messages every five minutes. No more worries that …
1 year, 11 months ago
Ep. 292: Single-Purpose Notebooks
Episode 292
On his recent book tour, Cal found great success using a small notebook dedicated to developing a single idea. In this episode, he explores this “sin…
1 year, 11 months ago
Ep. 291: Do Better, Do Less
Episode 291
What does the story of the rise of the singing superstar Jewel teach us about escaping busyness in our knowledge work jobs? In this episode, Cal make…
2 years ago
Ep. 290: Financing the Deep Life (w/ Noah Kagan)
Episode 290
One of the most common strategies for achieving a powerful ideal lifestyle vision is to leverage entrepreneurial activities to find a stable source o…
2 years ago
Ep. 289: The Email Catastrophe
Episode 289
How did we end up tyrannized by our inboxes? How is this related to Tyrannosaurus? What was it like working at a high-tech company at the exact momen…
2 years ago