Deep Questions with Cal Newport
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Are We About to Lose Control of AI? | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Are we about to lose control of AI? (3:04) How much should we be afraid of…
Should I Press Pause? | Monday Advice
Sometimes the best way to get unstuck is to press pause on your busy life and take a moment to look toward new possibilities. But how is this possible if you can’t afford to literally stop everything…
How Do I Escape the “Busyness Singularity”? | Monday Advice
There has been lots of discussion recently about AI eliminating jobs. But what if the real fear is that AI will instead make existing jobs miserable? In this episode, Cal argues that LLM–based tools…
Did AI Just “Solve” Math? (Let’s Take a Closer Look) | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Did AI just “solve” math? (2:38) What OpenAI did (6:30) Question #1 - Is this…
How Do I Reclaim My Schedule? (w/ Laura Vanderkam) | Monday Advice
It’s common to feel like you don’t have enough time in your schedule to build a life that’s both professionally successful and personally deep. But is this true? In today’s episode, Cal interviews…
Has AI Conquered Coding? (It’s Not So Simple…) | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Has AI conquered coding? (3:21) Lars Faye quote (5:25) Skipping the struggle…
Am I Addicted to My Phone? (w/ Anna Lembke) | Monday Advice
Many of us ask the question if phone addiction is similar to other addictions. In this episode, Cal is joined by the #1 New York Times bestselling author Anna Lembke to explore this question. They…
Is AI About to “Eat Everything”? | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Is AI about to “eat everything”? (2:53) What does the METR chart…
Do I Need a Digital Intervention? | Monday Advice
A new research study reveals that a surprisingly simple intervention into your digital life can yield massive benefits in only two weeks. In this episode, Cal takes a deep dive into this paper,…
Is the AI Doom Fever Breaking? | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Is the AI doom fever breaking? (4:30) Have the AI CEOs changed their tuen? (7:23)…
Why Do Better Tools Make Me Worse at My Job? (w/ David Epstein) | Monday Advice
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…
Is AI About to Automate Every Office Job? | AI Reality Check
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…
How Do I Build “Cognitive Fitness”? | Monday Advice
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…
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 and the…
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…
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…
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…
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…
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,…
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…
Frequently Asked Questions
Deep Questions with Cal Newport has published 432 episodes since May 2020, covering topics in Education, Self-Improvement.
Deep Questions with Cal Newport is currently highly active with new episodes weekly. Average episode length is 1h 11m.
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