Deep Questions with Cal Newport

What can an obscure theory of industrial productivity teach us about producing better results in a distracted world? In this episode, Cal is joined by the #1 New York Times bestselling author David Epstein to explore this question. They dive deep into a chapter of Epstein’s new book, INSIDE THE BOX, that makes a surprising connection between the so-called “Theory of Constraints” and personal productivity.

Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Send an email to [email protected]. 

Video from today’s episode:  youtube.com/calnewportmedia

(0:00) How do I get busy to better?

(3:04) INTERVIEW: How Do I Get from Busy to Better? (w/ David Epstein)

(57:58) Post Interview chatter

(1:00:19) A suggestion to break digital news app addictions

(1:05:54) A reaction to a recent newsletter

(1:15:02) What Cal read

(1:16:29) What’s coming up

Books:

Kook (Peter Heller)

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow 

Get a signed copy of Cal’s “Slow Productivity” at https://peoplesbooktakoma.com/event/cal-newport/ 

Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?

https://calnewport.com/who-asked-for-this/

Thanks to our Sponsors: 

https://www.factormeals.com/deep50off

https://www.wayfair.com

https://www.mybodytutor.com

https://www.shopify.com/deep

Thanks to Jesse Miller for mastering and production, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices

Cal Newport takes a critical look at recent AI News.

Video from today’s episode also at: youtube.com/calnewportmedia

0:00 Is AI About to Automate Every Office Job?
3:02 Other Tech Leaders Don’t Agree
5:49 -We Aren’t Seeing Enough Progress
14:09 -LLMS Are Limited
24:19 Conclusion

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow 

https://www.reddit.com/r/AI4tech/comments/1r4tukp/microsoft_ai_ceo_mustafa_suleyman_says_most_if/

https://x.com/TheChiefNerd/status/2045947286518157395

https://www.reddit.com/r/ClaudeAI/comments/1snhfzd/claude_opus_47_is_a_serious_regression_not_an/ 

https://x.com/mattshumer_/status/2047376179414421957

https://www.newyorker.com/culture/2025-in-review/why-ai-didnt-transform-our-lives-in-2025

https://www.youtube.com/watch?v=VDOmNa9inA4

https://www.ft.com/video/2c428045-bf4f-45bd-ada2-8ba53983cd81

Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices

In his recent New York Times essay, Cal argued for a “cognitive fitness” revolution to resist the onslaught of digital tools degrading our ability to think. But how does one actually strengthen their brain? In this episode, Cal details a sustainable cognitive fitness routine built around five key components. 

Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Send an email to [email protected]. 

Video from today’s episode:  youtube.com/calnewportmedia

2:25 DEEP DIVE: How Do I Build “Cognitive Fitness”? | Monday Advice

INBOX: 

30:51 Message from a social media influencer

33:02 Reaction to Amy Timberlake interview

38:01 Putting Cal’s advice into practice

WHAT CAL IS UP TO:

41:20 What I read

43:45 What I’m doing

Books:

The Noonday Devil (by Jean-Charles Nault: translated from original French)

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow 

Get a signed copy of Cal’s “Slow Productivity” at https://peoplesbooktakoma.com/event/cal-newport/ 

Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?

https://www.youtube.com/watch?v=PdvqpqHSQas

https://www.nytimes.com/2026/03/27/opinion/technology-mental-fitness-cognitive.html

https://www.newyorker.com/culture/annals-of-inquiry/what-kind-of-writer-is-chatgpt

https://i0.wp.com/www.americamagazine.org/wp-content/uploads/2023/10/MertonCover.jpeg-427330.jpeg?w=992&ssl=1

https://www.nytimes.com/2019/01/25/opinion/sunday/steve-jobs-never-wanted-us-to-use-our-iphones-like-this.html

https://anjalibanerjee.com/paws-and-platen/from-typewritten-draft-to-published-page 

Thanks to our Sponsors: 

https://www.calderalab.com/deep

https://www.vanta.com/deepquestions

https://www.shipstation.com/deep

https://www.zapier.com/deep

Thanks to Jesse Miller for mastering and production, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices

Cal Newport takes a critical look at recent AI News.

Video from today’s episode: youtube.com/calnewportmedia

0:00 What has *Actually* Happened in AI in 2026? 

3:07 Open Claw

27:53 Anthropic and the Department of War

49:06 Data Centers

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow 

https://www.axios.com/2026/01/31/ai-moltbook-human-need-tech

https://www.macstories.net/stories/clawdbot-showed-me-what-the-future-of-personal-ai-assistants-looks-like/

https://www.anthropic.com/news/statement-department-of-war

https://futurism.com/science-energy/data-centers-construction-supply

Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices

Is developing discipline one of the most effective bulwarks against the constant flood of distraction we face daily? And if so, what’s the best way to accomplish this goal? In this Monday Advice episode of the show, Cal Newport investigates these questions with the help of Brad Stulberg, who writes about these ideas in his most recent book, the New York Times bestseller “The Way of Excellence.”

 

Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Send an email to [email protected].

 

Video from today’s episode:  youtube.com/calnewportmedia

 

2:27 Do I Need More Discipline? (w/ Brad Stulberg)  

1:07:33 Dealing with abundance of choice in media

1:11:45 Using typewriters for first drafts

1:14:44 Success with “information walkabout”  

1:17:22 What I’ve been doing

1:19:54 What I’ve been reading

Books:

 

A World Appears (Michael Pollan)

 

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow

Get a signed copy of Cal’s “Slow Productivity” at
https://peoplesbooktakoma.com/event/cal-newport/

Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?

https://www.youtube.com/watch?v=PdvqpqHSQas

 

Thanks to our Sponsors:

 https://www.cozyearth.com/deep (Use code “DEEP”)

https://www.monarch.com (Use code “DEEP”)

https://www.shopify.com/deep

https://www.drinkag1.com/deep

 

Thanks to Jesse Miller for mastering and production, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.

 

Learn more about your ad choices. Visit podcastchoices.com/adchoices