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Deep Questions with Cal Newport

Deep Questions with Cal Newport

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 thi…

62 transcripts 62 total episodes
62 transcripts
The AI Resistance is Forming. (Should You Join?)
Deep Questions with Cal Newport
The AI Resistance is Forming. (Should You Join?)
Sep 14, 2026 · 1h 11m
Transcript in progress Soon
How Worrisome is GPT-6’s “Stealth Thinking”? | Tech Decoded
Deep Questions with Cal Newport
How Worrisome is GPT-6’s “Stealth Thinking”? | Tech Decoded
Sep 10, 2026 · 39m
Transcript in progress Soon
How I’m Organizing My Life this Fall | Advice
Deep Questions with Cal Newport
How I’m Organizing My Life this Fall | Advice
Sep 07, 2026 · 51m
Transcript in progress Soon
Did OpenAI Create “Secret AI Civilizations”? | Tech Decoded
Deep Questions with Cal Newport
Did OpenAI Create “Secret AI Civilizations”? | Tech Decoded
Sep 03, 2026 · 26m
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Rethinking the Deep Life Stack (Again!) | Monday Advice
Deep Questions with Cal Newport
Rethinking the Deep Life Stack (Again!) | Monday Advice
Aug 31, 2026 · 1h 20m
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Has AI “Gone Rogue”? Let’s Look Closer… | Tech Decoded
Deep Questions with Cal Newport
Has AI “Gone Rogue”? Let’s Look Closer… | Tech Decoded
Aug 27, 2026 · 35m
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How to Build a Cognitive Training Plan | Monday Advice
Deep Questions with Cal Newport
How to Build a Cognitive Training Plan | Monday Advice
Aug 24, 2026 · 1h 2m
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Classic Episode: How Do I Kick My Scrolling Habit? | Monday Advice
Deep Questions with Cal Newport
Classic Episode: How Do I Kick My Scrolling Habit? | Monday Advice
Aug 17, 2026 · 57m
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How Do I Finish Meaningful Projects? | Monday Advice
Deep Questions with Cal Newport
How Do I Finish Meaningful Projects? | Monday Advice
Aug 10, 2026 · 1h 4m
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Does OpenAI’s Astra Mean AGI Has Arrived? | AI Reality Check
Deep Questions with Cal Newport
Does OpenAI’s Astra Mean AGI Has Arrived? | AI Reality Check
Aug 06, 2026 · 29m
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Classic Episode: How Do I Learn Hard Things? | Monday Advice
Deep Questions with Cal Newport
Classic Episode: How Do I Learn Hard Things? | Monday Advice
Aug 03, 2026 · 1h 15m
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Did OpenAI’s Model “Go Rogue”? | AI Reality Check
Deep Questions with Cal Newport
Did OpenAI’s Model “Go Rogue”? | AI Reality Check
Jul 30, 2026 · 33m
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Why Do Digital Detoxes Fail? What Works Better? | Monday Advice
Deep Questions with Cal Newport
Why Do Digital Detoxes Fail? What Works Better? | Monday Advice
Jul 27, 2026 · 1h 10m
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The Optimization Paradox Explained | Monday Advice
Deep Questions with Cal Newport
The Optimization Paradox Explained | Monday Advice
Jul 20, 2026 · 1h 18m
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Does Claude Have Private Thoughts? (Everyone Settle Down) | AI Reality Check
Deep Questions with Cal Newport
Does Claude Have Private Thoughts? (Everyone Settle Down) | AI Reality Check
Jul 16, 2026 · 31m
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Should I Use Notebooks More Often? (Cal’s Strategy) | Monday Advice
Deep Questions with Cal Newport
Should I Use Notebooks More Often? (Cal’s Strategy) | Monday Advice
Jul 13, 2026 · 1h 4m
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Do Managers Actually Understand AI? (I’m Not So Sure.) | AI Reality Check
Deep Questions with Cal Newport
Do Managers Actually Understand AI? (I’m Not So Sure.) | AI Reality Check
Jul 09, 2026 · 19m
Transcript in progress Soon
Should I Turn Off the Internet? (Lessons From a Family That Did) | Monday Advice
Deep Questions with Cal Newport
Should I Turn Off the Internet? (Lessons From a Family That Did) | Monday Advice
Jul 06, 2026 · 1h 5m
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Can I Be a Digital Minimalist in 2026? | Monday Advice
Deep Questions with Cal Newport
Can I Be a Digital Minimalist in 2026? | Monday Advice
Jun 29, 2026 · 59m
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Dear AI Companies: Stop the “Doom Trolling” | AI Reality Check
Deep Questions with Cal Newport
Dear AI Companies: Stop the “Doom Trolling” | AI Reality Check
Jun 25, 2026 · 22m
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Am I Lazy or Overstimulated? | Monday Advice
Deep Questions with Cal Newport
Am I Lazy or Overstimulated? | Monday Advice
Jun 22, 2026 · 57m
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Was the Mythos Ban Justified? (Good Idea. Bad Execution.) | AI Reality Check
Deep Questions with Cal Newport
Was the Mythos Ban Justified? (Good Idea. Bad Execution.) | AI Reality Check
Jun 17, 2026 · 29m
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Do I Need a “Brain Gym”? | Monday Advice
Deep Questions with Cal Newport
Do I Need a “Brain Gym”? | Monday Advice
Jun 15, 2026 · 58m
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Are We About to Lose Control of AI? | AI Reality Check
Deep Questions with Cal Newport
Are We About to Lose Control of AI? | AI Reality Check
Jun 11, 2026 · 20m
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Should I Press Pause? | Monday Advice
Deep Questions with Cal Newport
Should I Press Pause? | Monday Advice
Jun 08, 2026 · 33m
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How Do I Escape the “Busyness Singularity”? | Monday Advice
Deep Questions with Cal Newport
How Do I Escape the “Busyness Singularity”? | Monday Advice
Jun 01, 2026 · 48m
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Did AI Just “Solve” Math? (Let’s Take a Closer Look) | AI Reality Check
Deep Questions with Cal Newport
Did AI Just “Solve” Math? (Let’s Take a Closer Look) | AI Reality Check
May 28, 2026 · 31m
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How Do I Reclaim My Schedule? (w/ Laura Vanderkam) | Monday Advice
Deep Questions with Cal Newport
How Do I Reclaim My Schedule? (w/ Laura Vanderkam) | Monday Advice
May 25, 2026 · 1h 26m
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Has AI Conquered Coding? (It’s Not So Simple…) | AI Reality Check
Deep Questions with Cal Newport
Has AI Conquered Coding? (It’s Not So Simple…) | AI Reality Check
May 21, 2026 · 12m
Transcript in progress Soon
Am I Addicted to My Phone? (w/ Anna Lembke) | Monday Advice
Deep Questions with Cal Newport
Am I Addicted to My Phone? (w/ Anna Lembke) | Monday Advice
May 18, 2026 · 1h 26m
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Is AI About to “Eat Everything”? | AI Reality Check
Deep Questions with Cal Newport
Is AI About to “Eat Everything”? | AI Reality Check
May 14, 2026 · 31m
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Do I Need a Digital Intervention? | Monday Advice
Deep Questions with Cal Newport
Do I Need a Digital Intervention? | Monday Advice
May 11, 2026 · 43m
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Is the AI Doom Fever Breaking? | AI Reality Check
Deep Questions with Cal Newport
Is the AI Doom Fever Breaking? | AI Reality Check
May 07, 2026 · 26m
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Why Do Better Tools Make Me Worse at My Job? (w/ David Epstein) | Monday Advice
Deep Questions with Cal Newport
Why Do Better Tools Make Me Worse at My Job? (w/ David Epstein) | Monday Advice
May 04, 2026 · 1h 21m
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Is AI About to Automate Every Office Job? | AI Reality Check
Deep Questions with Cal Newport
Is AI About to Automate Every Office Job? | AI Reality Check
Apr 30, 2026 · 33m
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How Do I Build “Cognitive Fitness”? | Monday Advice
Deep Questions with Cal Newport
How Do I Build “Cognitive Fitness”? | Monday Advice
Apr 27, 2026 · 51m
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Is AI Trending Up or Down in 2026? | AI Reality Check
Deep Questions with Cal Newport
Is AI Trending Up or Down in 2026? | AI Reality Check
Apr 23, 2026 · 1h 13m
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Do I Need More Discipline? | Monday Advice
Deep Questions with Cal Newport
Do I Need More Discipline? | Monday Advice
Apr 20, 2026 · 1h 26m
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Is Claude Mythos “Terrifying”? | AI Reality Check
Deep Questions with Cal Newport
Is Claude Mythos “Terrifying”? | AI Reality Check
Apr 16, 2026 · 24m
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Ep. 400: Should I Embrace “Slow Technology”?
Deep Questions with Cal Newport
Ep. 400: Should I Embrace “Slow Technology”?
Apr 13, 2026 · 1h 31m
Transcript in progress Soon
AI Reality Check: Is AI Stealing Entry-Level Jobs?
Deep Questions with Cal Newport
AI Reality Check: Is AI Stealing Entry-Level Jobs?
Apr 09, 2026 · 16m
Transcript in progress Soon
Ep. 399: Is Deep Work Still Possible in 2026?
Deep Questions with Cal Newport
Ep. 399: Is Deep Work Still Possible in 2026?
Apr 06, 2026 · 1h 3m
Transcript in progress Soon
AI Reality Check: Can LLMs “Scheme”?
Deep Questions with Cal Newport
AI Reality Check: Can LLMs “Scheme”?
Apr 02, 2026 · 19m
Transcript in progress Soon
Ep. 398: How Do I Find Purpose in a Distracted World? (W/ Arthur Brooks)
Deep Questions with Cal Newport
Ep. 398: How Do I Find Purpose in a Distracted World? (W/ Arthur Brooks)
Mar 30, 2026 · 1h 17m
Transcript in progress Soon
AI Reality Check: Are LLMs a Dead End?
Deep Questions with Cal Newport
AI Reality Check: Are LLMs a Dead End?
Mar 26, 2026 · 30m
Transcript in progress Soon
Ep. 397: Why Do “Productivity Technologies” Make My Job Worse?
Deep Questions with Cal Newport
Ep. 397: Why Do “Productivity Technologies” Make My Job Worse?
Mar 23, 2026 · 1h 7m
Transcript in progress Soon
AI Reality Check: Is the Economy About to Collapse?
Deep Questions with Cal Newport
AI Reality Check: Is the Economy About to Collapse?
Mar 19, 2026 · 23m
Transcript in progress Soon
Ep. 396: Can I Learn To Love My Phone Again?
Deep Questions with Cal Newport
Ep. 396: Can I Learn To Love My Phone Again?
Mar 16, 2026 · 54m
Transcript in progress Soon
AI Reality Check: Is the Economy About to Collapse?
Deep Questions with Cal Newport
AI Reality Check: Is the Economy About to Collapse?
Mar 12, 2026 · 33m
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Ep. 395: Should I Try a “Social Media Pause”?
Deep Questions with Cal Newport
Ep. 395: Should I Try a “Social Media Pause”?
Mar 09, 2026 · 1h 27m
Transcript in progress Soon
AI Reality Check: Did the LLM Job Apocalypse Begin Last Week?
Deep Questions with Cal Newport
AI Reality Check: Did the LLM Job Apocalypse Begin Last Week?
Mar 05, 2026 · 29m
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Ep. 394: Do I Need a Better Planning System?
Deep Questions with Cal Newport
Ep. 394: Do I Need a Better Planning System?
Mar 02, 2026 · 1h 34m
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Ep. 393: Can Movies Save Us From Our Phones?
Deep Questions with Cal Newport
Ep. 393: Can Movies Save Us From Our Phones?
Feb 23, 2026 · 1h 8m
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Ep. 392: Are “Micro-Streamers” the Future of Media? + Why Cal Spent $60 on a Task App
Deep Questions with Cal Newport
Ep. 392: Are “Micro-Streamers” the Future of Media? + Why Cal Spent $60 on a Task App
Feb 16, 2026 · 1h 2m
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Ep. 391: Is AI Reporting Broken? + Rethinking Morning Routines
Deep Questions with Cal Newport
Ep. 391: Is AI Reporting Broken? + Rethinking Morning Routines
Feb 09, 2026 · 58m
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Ep. 390: What Happens When You Ditch Your Smartphone? + Assessing the Internet’s Latest Self-Help Sensation
Deep Questions with Cal Newport
Ep. 390: What Happens When You Ditch Your Smartphone? + Assessing the Internet’s Latest Self-Help Sensation
Feb 02, 2026 · 1h 11m
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Ep. 389: Is the Internet Hijacking Ambition? + Escaping Messaging Hell
Deep Questions with Cal Newport
Ep. 389: Is the Internet Hijacking Ambition? + Escaping Messaging Hell
Jan 26, 2026 · 1h 48m
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Ep. 388: What’s Worrying Jon Haidt Now? + Should You Buy a Landline? (Cal just did…)
Deep Questions with Cal Newport
Ep. 388: What’s Worrying Jon Haidt Now? + Should You Buy a Landline? (Cal just did…)
Jan 19, 2026 · 1h 23m
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Ep 387: Can Substack Save Journalism? + Viral Advice for Ignoring Your Phone
Deep Questions with Cal Newport
Ep 387: Can Substack Save Journalism? + Viral Advice for Ignoring Your Phone
Jan 12, 2026 · 1h 24m
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Ep 386: Was 2025 a Great or Terrible Year for AI? (w/ Ed Zitron)
Deep Questions with Cal Newport
Ep 386: Was 2025 a Great or Terrible Year for AI? (w/ Ed Zitron)
Jan 05, 2026 · 2h 23m
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Ep 385: Single-Purpose Notebooks (REPLAY)
Deep Questions with Cal Newport
Ep 385: Single-Purpose Notebooks (REPLAY)
Dec 29, 2025 · 1h 9m
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Ep 384: What Should I Read for a Deeper New Year?
Deep Questions with Cal Newport
Ep 384: What Should I Read for a Deeper New Year?
Dec 22, 2025 · 1h 16m
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