Deep Questions with Cal Newport

Last year, when columnist Paul Krugman left the NYT, it seemed like yet another example of the traditional media crumbling. But Krugman, as it turns out, is doing great. His popular substack now reaches massive audiences and earns him a seven-figure salary. Inspired by this story, in the ideas segment of today’s episode, we take a closer look at key numbers relevant to whether paid newsletters can replace traditional print media. Then, in the practices segment, we study some viral advice for spending less time on your phone.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: Can Substack Save Journalism? + Viral Advice for Ignoring Your Phone [0:02]PRACTICES SEGMENT: How to successfully delete social media [50:40]Is it ok to use ChatGPT to try to better understand some classics? [1:04:51]How do I decide what to write down when I use the notebook method? [1:06:10]For professional writers trying to succeed today, isn’t Substack the platform of the moment? [1:12:00]CAL’S READING UPDATE: Cal gives his weekly reading update [1:18:28]Airframe (Michael Crichton)The Great Train Robbery (Michael Crichton) Fantastic Voyage  (Isaac Asimov)Links:Buy Cal’s latest book, “Slow Productivity” at calnewport.com/slow Get a signed copy of Cal’s “Slow Productivity” at peoplesbooktakoma.com/event/cal-newport/ Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?cjr.org/analysis/paul-krugman-leaving-new-york-times-heavy-hand-editing-less-frequent-columns-newsletter.phpsubstack.com/@paulkrugmannatesilver.net/p/always-be-bloggingreallygoodbusinessideas.com/p/most-popular-substackspewresearch.org/journalism/fact-sheet/newspapers/rnz.co.nz/life/culture/any-attempt-to-simplify-elon-musk-is-futile-the-nz-cofounder-of-substackdaringfireball.net/2024/11/regarding_and_well_against_substackyoutube.com/watch?v=eUSBKj5ZQpoThanks to our Sponsors: meetfabric.com/deeppipedrive.com/deepfactormeals.com/deep50offmonarch.com (Use code “DEEP”)Thanks 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.

Ep 386: Was 2025 a Great or Terrible Year for AI? (w/ Ed Zitron) 2025 was a year that was saturated in AI news, from Deep Seek, through claims of economic “bloodbaths,” to GPT-5, Sora, and Chatbot girlfriends. Frankly, it was exhausting. As we now look back on 2025 an interesting question arises: all in all, did this end up being a good or bad year for AI? To help me answer this question, I’m joined by hard-hitting AI commentator Ed Zitron, who's been everywhere in the media in recent months helping to make sense of the wild claims being thrown in the public’s direction. Together we go through the biggest AI stories of the year to try to make sense of what just happened. 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/calnewportmediaINTERVIEW: Was 2025 a Great or Terrible Year for AI (w/ Ed Zitron) [3:16]Cal Reacts to Comments: Is the Internet Becoming Television? [1:58:25]  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?bbc.com/news/articles/c5yv5976z9poaxios.com/2025/01/23/davos-2025-ai-agentsblog.google/technology/google-deepmind/gemini-model-updates-february-2025/openai.com/index/sora/openai.com/index/introducing-gpt-4-5/ai-2027.com/fortune.com/2025/05/28/anthropic-ceo-warning-ai-job-loss/media.mit.edu/publications/your-brain-on-chatgpt/usatoday.com/story/tech/2025/08/07/chat-gpt-5-release-date-open-ai/85566627007/#:~:text=GPT%2D5%20release%20date,release%20date%20for%20Part%202newyorker.com/culture/open-questions/what-if-ai-doesnt-get-much-better-than-thiswsj.com/tech/ai/ai-bubble-building-spree-55ee6128nvidianews.nvidia.com/news/openai-and-nvidia-announce-strategic-partnership-to-deploy-10gw-of-nvidia-systemsnytimes.com/2025/10/02/technology/openai-sora-video-app.htmlanthropic.com/news/claude-opus-4-5ft.com/content/064bbca0-1cb2-45ab-85f4-25fdfc318d89youtube.com/watch?v=Z_WEmjygNK0Thanks to our Sponsors: This episode is sponsored by Better Help:betterhelp.com/deepquestionsreclaim.ai/calexpressvpn.com/deepcalderalab.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.

In this replay of a classic episode from March 2024, Cal discusses his transformative experience using a small analog notebook to tackle a complicated problem in his life. He makes the broader argument that sometimes simple analog tools can far exceed the utility of their digital counterparts.Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: https://bit.ly/3U3sTvoVideo from today’s episode:youtube.com/calnewportmediaDeep Dive: Single-Purpose Notebooks [1:21]- If “pseudo-productivity” isn’t effective, why is it so common? [21:58] - Can you explain the difference between limiting missions, projects, and daily goals? [29:54] - Should everyone buy a $50 notebook? [34:18]- How does “Slow Productivity” relate to mental models and first principles? [43:08]- Should I read your new book slowly? [47:40]- CALL: Struggling writer obsessing over quality [53:10]CASE STUDY: Applying lifestyle-centric career planning [58:14]SOMETHING INTERESTING: TikTok Falters [1:01:39]Links:Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow Get a signed copy of Cal’s “Slow Productivity” at https://peoplesbooktakoma.com/event/cal-newport/Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?https://www.notebookstories.com/2013/05/06/picasso-sketchbook/https://www.anothermanmag.com/life-culture/10788/remembering-bruce-chatwin-the-greatest-travel-writer-that-ever-livedhttps://www.notebookstories.com/2023/12/22/a-notebook-in-the-movie-elf/https://www.wsj.com/tech/personal-tech/quitting-tiktok-less-swiping-more-sleeping-1e166a39?page=1https://www.newyorker.com/culture/cultural-comment/tiktok-and-the-fall-of-the-social-media-giantsGet your questions answered by Cal! Here’s the link: bit.ly/3U3sTvoVideo from today’s episode: youtube.com/calnewportmediaThanks to our Sponsors: monarch.com/deep1password.com/deepmakeheadway.com/deepmeetfabric.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.

In our annual holiday episode, Cal tackles one of the questions he’s asked most often: What should I read? But with a twist. He recommends six books that are not from the self-help or advice genre that will nonetheless help you change your life into something deeper. For the rest of the episode, he then answers listener calls.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/calnewportmediaCAL’S BOOK RECOMMENDATIONS:Walden by Henry David Thoreau [2:40]Lincoln’s Virtues by William Lee Miller [7:28]The Case for God by Karen Armstrong [10:54]You Are Not a Gadget by Jaron Lanier [21:25]The Shallows by Nicholas Carr [26:28]Falling Upward by Richard Rohr [28:45]CALLS: Concerned father and husband about smartphones [37:48]Living deeply with multiple gigs [43:27]Effective timeblocking [47:19]The Deep Life for non-knowledge workers [54:01]Dealing with overwhelming technology [58:59]The real cost of AI [1:02:59]Where to start with deep work? [1:07:33]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?Thanks to our Sponsors: monarch.com/deepwayfair.comnotion.com/calreclaim.ai/calThanks 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.

Earlier this fall, the activist, novelist, and essayist Paul Kingsnorth published an anti-technology polemic called “Against the Machine.” To say it hit a nerve is an understatement. In the months that followed, Kingsnorth has been everywhere; profiled, among places, in the New York Times, the New Yorker, and The Atlantic. In today’s episode, I want to find out why Kingsnorth’s take on technology is resonating so strongly. To help me answer this question, I’m joined by the journalist and scholar Tyler Austin Harper, who wrote a great review of Kingsnorth’s book for The Atlantic. We dive deep into Kingsnorth’s ideas and explore what they teach us about our current moment more generally.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/calnewportmediaINTERVIEW: Why Is Everyone Talking About “Against the Machine”? (w/ Tyler Austin Harper) [0:00] Is the simple awareness of a notification as harmful as full context switching? [1:15:49]Is there an “ideal ratio” for consuming information across different mediums? [1:17:12]How can I effectively implement your shutdown routine and not keep checking emails? [1:20:21]How can I manage my social media obligations with my marketing job? [1:23:52]CASE STUDY: Reframing a career to utilize career capital [1:26:07]CALL: Dealing with conflicting views about digital minimalism in a relationship [1:30:21]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?theatlantic.com/books/2025/11/paul-kingsnorth-against-the-machine/684848/Thanks to our Sponsors: This show is sponsored by Better Help:betterhelp.com/deepquestionsshopify.com/deepmybodytutor.comexpressvpn.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.