IN-DEPTH: Systematic Depth (w/ Ryan Holiday)

IN-DEPTH: Systematic Depth (w/ Ryan Holiday)

In this episode of IN-DEPTH, a new semi-regular interview series with people at the frontiers of deep living, Cal interviews bestselling author Ryan Holiday about the systematic construction of an intentional life. They begin by talking about lessons from Ryan’s new book. RIGHT THING, RIGHT NOW, then go deep on Ryan’s own journey from a college drop-out working in a Hollywood talent agency to becoming a fully independent and massively successful writer and media personality. Video from today’s episode: youtube.com/calnewportmedia INTERVIEW: Mega-bestselling writer Ryan Holiday [3:33] Links:https://www.calnewport.com/slow Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the theme music, and Mark Miles for mastering. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Episoder(427)

Is AI Trending Up or Down in 2026? | AI Reality Check

Is AI Trending Up or Down in 2026? | AI Reality Check

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 an...

23 Apr 1h 13min

Do I Need More Discipline? | Monday Advice

Do I Need More Discipline? | Monday Advice

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 episo...

20 Apr 1h 26min

Is Claude Mythos “Terrifying”? | AI Reality Check

Is Claude Mythos “Terrifying”? | AI Reality Check

Cal Newport takes a critical look at recent AI News. Today's episode on YouTube: youtube.com/calnewportmedia 0:00 What’s Really Going on with Mythos?  10:09 Security systems 21:27 Conclusion ...

16 Apr 24min

Ep. 400: Should I Embrace “Slow Technology”?

Ep. 400: Should I Embrace “Slow Technology”?

Ep. 400: Should I Embrace “Slow Technology”? If there was one word to describe modern digital tools, it would be “fast.” But not everyone thinks this is better. In today’s episode, Cal explores the c...

13 Apr 1h 31min

AI Reality Check: Is AI Stealing Entry-Level Jobs?

AI Reality Check: Is AI Stealing Entry-Level Jobs?

AI Reality Check: Is AI Stealing Entry-Level Jobs? Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia OPENING: Is AI stealing entry-level j...

9 Apr 16min

Ep. 399: Is Deep Work Still Possible in 2026?

Ep. 399: Is Deep Work Still Possible in 2026?

It’s been a decade since the original publication of DEEP WORK. Do its ideas still hold in 2026? This is the question Cal tackles in today’s episode: reviewing the four major “rules” from his book, re...

6 Apr 1h 3min

AI Reality Check: Can LLMs “Scheme”?

AI Reality Check: Can LLMs “Scheme”?

Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia ACT #1: Look Closer at the Article [1:20] ACT #2: A Closer Look at the Paper [3:21] ACT...

2 Apr 19min

Ep. 398: How Do I Find Purpose in a Distracted World? (w/ Arthur Brooks)

Ep. 398: How Do I Find Purpose in a Distracted World? (w/ Arthur Brooks)

Here’s a key question: Did technology like smartphones make us miserable, or were we already miserable and smartphones made it worse? To help figure out this answer, I talked to Arthur Brooks, the #1 ...

30 Mar 1h 17min

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