
Deep Questions with Cal Newport
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Cal Newport is a computer science professor and a New York Times bestselling author who writes about the impact of technology on society, and the struggle to work and live deeply in a world increasingly mired in digital distractions. On this podcast, he answers questions from his readers and offers advice about cultivating focus, productivity, and meaning amidst the noise that pervades our lives.
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Classic Episode: How Do I Kick My Scrolling Habit? | Monday Advice
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17 Aug 2026
The best way to kick your scrolling habit is to introduce more “high quality leisure” into your life. But how do you accomplish this goal? In this replay of a classic episode from February, 2024,
How Do I Finish Meaningful Projects? | Monday Advice
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10 Aug 2026
Only 8% of people finish their yearly goals. At the same time, the percentage of people feeling a sense of meaning of purpose in their life is falling. These two numbers are connected: the more we

Does OpenAI’s Astra Mean AGI Has Arrived? | AI Reality Check
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6 Aug 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Does Open AI’s Astra mean AGI has arrived? (3:07) What actually happened?

Classic Episode: How Do I Learn Hard Things? | Monday Advice
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3 Aug 2026
In this replay of a classic episode from January 1st, 2024, Cal walks through the process of learning hard things. The good news is that most people can learn most things. The bad news is that

Did OpenAI’s Model “Go Rogue”? | AI Reality Check
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30 Jul 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Did OpenAI’s model “go rogue” (11:29) The implications (11:42) Did this

Why Do Digital Detoxes Fail? What Works Better? | Monday Advice
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27 Jul 2026
Why do digital detoxes fail to create lasting change? What works better? To answer these questions, Cal draws from the book “A Brief History of Intelligence” to reveal the relevant neuroscience

Am I Optimizing Too Much? | Monday Advice
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20 Jul 2026
Cal Newport talks with Brad Stulberg to explain the optimization paradox in Episode 414 of the Deep Questions podcast. Below are the questions covered in today's episode (with their timestamps). Get

Does Claude Have Private Thoughts? (Everyone Settle Down) | AI Reality Check
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16 Jul 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Anthropic’s new research report (2:05) Digging into the paper (3:32) High

Should I Use Notebooks More Often? (Cal’s Strategy) | Monday Advice
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13 Jul 2026
Tell me if this sounds familiar: you buy a beautiful notebook, excited by all its possibilities to help refine your thoughts and generate new insights. Then it sits unused until you forget about it.

Do Managers Actually Understand AI? (I’m Not So Sure.) | AI Reality Check
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9 Jul 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Does business actually understand AI? (2:52) Quote #2 (6:20) Taking a step back

Should I Turn Off the Internet? (Lessons From a Family That Did) | Monday Advice
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6 Jul 2026
It’s a dream a lot of us have: to finally say “enough!”, and turn off the internet inside our homes, returning us to a lifestyle that requires more presence, introspection, and connection. But

Can I Be a Digital Minimalist in 2026? | Monday Advice
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29 Jun 2026
Back in 2019, Cal published one of the first books arguing that we rethink our personal relationship with online tools. Can his advice still work in an age of TikTok and ChatGPT? In today’s
Dear AI Companies: Stop the “Doom Trolling” | AI Reality Check
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25 Jun 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Stop the “doom trolling” (6:53) Cal’s recent New York Times article
Am I Lazy or Overstimulated? | Monday Advice
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22 Jun 2026
Cal Newport explains about if you're lazy or overstimulated in episode 410 of the Deep Questions podcast. Below are the questions covered in today's episode (with their timestamps). Get your
Was the Mythos Ban Justified? (Good Idea. Bad Execution.) | AI Reality Check
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17 Jun 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Was the Mythos ban justified? (5:32) Is Fable 5 actually dangerous? (11:03)

Do I Need a “Brain Gym”? | Monday Advice
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15 Jun 2026
In the 1960s, doctors avoided people to avoid exercise. Then everything changed. Now physical fitness is a $100 billion industry. What would it look like if we got equally as serious about cognitive

Are We About to Lose Control of AI? | AI Reality Check
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11 Jun 2026
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
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8 Jun 2026
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

How Do I Escape the “Busyness Singularity”? | Monday Advice
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1 Jun 2026
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

Did AI Just “Solve” Math? (Let’s Take a Closer Look) | AI Reality Check
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28 May 2026
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

How Do I Reclaim My Schedule? (w/ Laura Vanderkam) | Monday Advice
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25 May 2026
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

Has AI Conquered Coding? (It’s Not So Simple…) | AI Reality Check
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21 May 2026
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

Am I Addicted to My Phone? (w/ Anna Lembke) | Monday Advice
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18 May 2026
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
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14 May 2026
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
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11 May 2026
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
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7 May 2026
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?

Why Do Better Tools Make Me Worse at My Job? (w/ David Epstein) | Monday Advice
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4 May 2026
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
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30 Apr 2026
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

How Do I Build “Cognitive Fitness”? | Monday Advice
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27 Apr 2026
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

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

Do I Need More Discipline? | Monday Advice
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20 Apr 2026
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
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16 Apr 2026
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

Ep. 400: Should I Embrace “Slow Technology”?
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13 Apr 2026
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
AI Reality Check: Is AI Stealing Entry-Level Jobs?
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9 Apr 2026
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

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

AI Reality Check: Can LLMs “Scheme”?
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2 Apr 2026
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]

Ep. 398: How Do I Find Purpose in a Distracted World? (w/ Arthur Brooks)
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30 Mar 2026
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
AI Reality Check: Are LLMs a Dead End?
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26 Mar 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia SUB QUESTION #1: What is Yan LeCun Up To? [2:55] SUB QUESTION #2: How is it possible

Ep. 397: Why Do “Productivity Technologies” Make My Job Worse?
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23 Mar 2026
A new study finds that for many workers, AI increases shallow efforts while decreasing time focusing on what really matters. This is not the first digital productivity technology to create this
AI Reality Check: Did AI Just Become Sentient?
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19 Mar 2026
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia STORY #1: Did an AI Agent Email an AI Researcher? [1:01] STORY #2: Does the Pentagon

Ep. 396: Can I Learn To Love My Phone Again?
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16 Mar 2026
Remember how much we loved our iPhones when they first came out? Can we get back to that relationship with these devices? In this episode, Cal explores five pieces of advice for transforming your
AI Reality Check: Is the Economy About to Collapse?
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12 Mar 2026
Cal Newport takes a critical look at recent AI News. Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link:
Ep. 395: Should I Try a “Social Media Pause”?
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9 Mar 2026
Do you need social media? Which services? For what purposes? These are complicated questions and in today’s episode Cal proposes a simple route to answers: conducting a “social media pause.” To
AI Reality Check: Did the LLM Job Apocalypse Begin Last Week?
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5 Mar 2026
AI Reality Check: Did the LLM Job Apocalypse Begin Last Week? Cal Newport takes a closer look at recent AI news. Below are the topics covered in today's episode (with their timestamps). Get your
Ep. 394: Do I Need a Better Planning System?
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2 Mar 2026
It’s hard to live deeply in a distracted world if you don’t have control over how you spend your time. This goal requires a planning system that both works and can last. Do you have a reasonable
Ep. 393: Can Movies Save Us From Our Phones?
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23 Feb 2026
Last month, the Atlantic reported that film students are now struggling to sit through entire films. In this episode, Cal argues that this is both an issue and an opportunity. The fact we can’t
Ep. 392: Are “Micro-Streamers” the Future of Media? + Why Cal Spent $60 on a Task App
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16 Feb 2026
There remains a gap between the production values of professional streaming services like Netflix and independent content that appears on platforms like YouTube. But what happens when that gap
Ep. 391: Is AI Reporting Broken? + Rethinking Morning Routines
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9 Feb 2026
Is there something rotten in the state of AI reporting at the moment? In the ideas segment of this episode, Cal details three common traps in AI coverage that distort or distract from the reality of
Ep. 390: What Happens When You Ditch Your Smartphone? + Assessing the Internet’s Latest Self-Help Sensation
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2 Feb 2026
Everyone knows that excessive smartphone use can be harmful. But the question we don’t ask enough is what the advantages are of not using these devices. In the ideas segment, Cal examines the