Deep Questions with Cal Newport

• Ep. 379: The Flexibility Myth

  When companies began instituting return-to-office plans after the pandemic, a disproportionate number of women chose instead to leave the workforce. Why? The obvious answer is that they wanted the flexibility of remote work. But in this episode, Cal draws on a recent New York Times op-ed that offers a deeper explanation – one that affects all knowledge workers. He then explores solutions to the problem, answers listener questions, and (God help him) respond to comments on his recent Superintelligence episode.Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode:  youtube.com/calnewportmediaDeep Dive: The Flexibility Myth [0:02]How should a venture backed startup team design their work schedule? [51:42]How do I stop my boss from e-mailing me at all hours? [57:02]How should a professor on break schedule his deep work? [1:02:35]How can I better schedule my blocks to prepare for technical interviews? [1:09:59]When considering lifestyle-centric planning, what practices may help determine the type of work to pursue? [1:12:16]CASE STUDY: Completing a Thesis [1:19:08]CALL: Details about time blocking [1:25:08]CAL READS THE COMMENTS: The Case Against Superintelligence [1:33:58]Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slowGet a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?nytimes.com/2025/11/02/opinion/women-work-force-flexibility-shifts.htmlyoutube.com/watch?v=y0RI5CnoDvsThanks to our Sponsors: This episode is sponsored by Betterhelp. betterhelp.com/deepquestionsexpressvpn.com/deepshopify.com/deepmybodytutor.comThanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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• Ep. 378: The Lost Art of Long Thinking

  We often talk on this show about how digital devices undermine our ability to consume more complicated and meaningful ideas. But what about our ability to produce such ideas from scratch? In this episode, Cal identifies a key productive skill –  long thinking – that we’re increasingly losing. He argues that it’s critical for living a deep life and provides a simple strategy to help regain the skill. He then answers listener questions and discusses the books he read in October 2025.Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode:  youtube.com/calnewportmediaDeep Dive: The Lost Art of Long Thinking [0:02]How does Cal organize his notebooks for his books and New Yorker articles? [42:40]How can an 18 year old student get better at reading? [45:42]How can I restart my creative writing if I don’t want to use a computer? [47:56]Is it important to write reflections on the books I read? [56:57]How often should I take reflection walks with single purpose notebooks? [59:00]CASE STUDY: Trying to live a Deep Life [1:00:47]CALL: Adventure Work [1:09:00]OCTOBER BOOKS: The 5 Books Cal Read in October 2025 [1:11:57]The Gift of the Jews (Thomas Cahill)Lin-Manuel Miranda (Daniel Pollack-Pelzner)Inspired (Rachel Held Evans)The Future of Tutoring (Liz Cohen)Society of the Spectacle (Guy Debord)Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slowGet a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?calnewport.com/solutions-beyond-the-screen-the-adventure-work-method-for-producing-creative-insights/youtube.com/watch?v=bEusrD8g-dMcalnewport.com/the-notebook-method-how-pen-and-paper-can-transform-you-into-an-star-student/Thanks to our Sponsors:indeed.com/deepcozyearth.com/deep for up to 40% offwayfair.comgrammarly.com/podcastThanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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• Ep. 376: The Lincoln Protocol

  How do you escape a world where constant digital distractions and darkness threatens to pull you down? Maybe take a page out of Abraham Lincoln’s life. In this episode, Cal argues that Lincoln faced analog versions of many of the same issues we face in our contemporary digital world, and by studying how he escaped we can learn a method to accomplish something similar. He then answers listener questions on this theme and revisits the comments from a 2008 essay where he first introduced some of these questions.Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode:  youtube.com/calnewportmediaDeep Dive: The Lincoln Protocol [0:30]When do you read long-form articles amongst your book reading? [41:39]Will reading improve my focus? [44:03]What are the mechanics of keeping a deep reading habit alive? [48:17]At what point does it make sense to prioritize autonomy and alignment over prestige and security? [54:48]How do you suggest spending the time playing with the toddler, while also balancing reasonable stimuli without a phone? [1:00:01]CASE STUDY: A military spouse goes back to work after motherhood [1:03:47]CALL: Cal’s thoughts on Apple Watches [1:07:35]CAL READS THE COMMENTS: What people thought about digital distraction in 2008 [1:12:06]Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slowGet a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?calnewport.com/would-lincoln-have-become-president-if-he-had-e-mail/calnewport.com/would-lincoln-have-become-president-if-he-had-e-mail/Thanks to our Sponsors: drinklmnt.com/deepmiro.comcalderalab.com/deep1password.com/deepThanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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• Ep. 377: The Case Against Superintelligence

  Techno-philosopher Eliezer Yudkowsky recently went on Ezra Klein's podcast to argue that if we continue on our path toward superintelligent AI, these machines will destroy humanity. In this episode, Cal responds to Yudkowsky’s argument point by point, concluding with a more general claim that these general styles of discussions suffer from what he calls “the philosopher’s fallacy,” and are distracting us from real problems with AI that are actually afflicting us right now. He then answers listener questions about AI, responds to listener comments from an earlier AI episode, and ends by discussing Alpha schools, which claim to use AI to 2x the speed of education. Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode: youtube.com/calnewportmediaDeep Dive: The Case Against Superintelligence [0.01]How should students think about “AI Literacy”? [1:06:35]Did AI blackmail an engineer to not turn it off? [1:09:06]Can I use AI to mask my laziness? [1:12:31]COMMENTS: Cal reads LM comments [1:16:58]CALL: Clarification on Lincoln Protocol [1:21:36]CAL REACTS: Are AI-Powered Schools the Future? [1:24:46]Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slowGet a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?youtube.com/watch?v=2Nn0-kAE5c0alpha.school/the-program/astralcodexten.com/i/166959786/part-three-how-alpha-works-partThanks to our Sponsors: byloftie.com (Use code “DEEP20”)expressvpn.com/deepshopify.com/deepvanta.com/deepquestionsThanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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• Ep. 376: The Lincoln Protocol

  How do you escape a world where constant digital distractions and darkness threatens to pull you down? Maybe take a page out of Abraham Lincoln’s life. In this episode, Cal argues that Lincoln faced analog versions of many of the same issues we face in our contemporary digital world, and by studying how he escaped we can learn a method to accomplish something similar. He then answers listener questions on this theme and revisits the comments from a 2008 essay where he first introduced some of these questions.Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode:  youtube.com/calnewportmediaDeep Dive: The Lincoln Protocol [0:30]When do you read long-form articles amongst your book reading? [41:39]Will reading improve my focus? [44:03]What are the mechanics of keeping a deep reading habit alive? [48:17]At what point does it make sense to prioritize autonomy and alignment over prestige and security? [54:48]How do you suggest spending the time playing with the toddler, while also balancing reasonable stimuli without a phone? [1:00:01]CASE STUDY: A military spouse goes back to work after motherhood [1:03:47]CALL: Cal’s thoughts on Apple Watches [1:07:35]CAL READS THE COMMENTS: What people thought about digital distraction in 2008 [1:12:06]Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slowGet a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?calnewport.com/would-lincoln-have-become-president-if-he-had-e-mail/calnewport.com/would-lincoln-have-become-president-if-he-had-e-mail/Thanks to our Sponsors: drinklmnt.com/deepmiro.comcalderalab.com/deep1password.com/deepThanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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