Deep Questions with Cal Newport

Ep. 365: What Technology Wants (and How to Push Back)Why do we end up entangled with tools that don’t have our best interests in mind? How can we fix this situation? In this episode, Cal dives deep into the difference between additive and extractive technologies, telling a story that weaves old technology with old versions of modern tools, testimony from recent trials to ideas from leading technology critics – all in the service of improving your relationship with tools. He then answers listener questions and discusses the books he read in July, 2025. 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/3U3sTvo Video from today’s episode: youtube.com/calnewportmedia Deep Dive: What Technology Wants (and How to Push Back) [:54] - Do project trackers work? [34:54] - Is there a downside scenario to engineering wonder? [39:14] - What types of people should I surround myself with? [43:00] - Can you explain your different audiences? [45:02] CALL: Shifting from medical work to a PhD [50:41] JULY BOOKS: The 5 Books that Cal Read in July, 2025 [57:33] L.A. Story (Bill Plunkett) Disney’s Land (Richard Snow) Ingenious (Richard Munson) Original Sin (Jake Tapper and Alex Thompson) Wool (Hugh Howey) 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://substack.com/@priscillaharvey1/note/c-133662492 https://www.yahoo.com/news/zuckerberg-tells-court-facebook-no-171222971.html https://www.vanityfair.com/news/story/mark-zuckerberg-is-so-over-facebook-friends?srsltid=AfmBOoo4dysXG_2rXWDJaKnSdG6CfbCqf0O_8op_R1phpz5GQPx2F4XA https://www.youtube.com/watch?v=R7jar4KgKxs https://pluralistic.net/2022/11/28/enshittification/ https://www.youtube.com/watch?v=_Ai-fC-2Bpo https://www.emarketer.com/content/openai-hires-its-first-cmo-kate-rouch-foreshadowing-ads https://www.youtube.com/watch?v=qfUpEWAKPf8&t=2350s Thanks to our Sponsors: https://www.expressvpn.com/deep https://www.oracle.com/deepquestions https://www.indeed.com/deep https://www.calderalab.com/deep Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

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Ep. 360: One-Page ProductivityTrying to stick to complicated time management systems without any breaks can eventually lead to burn out. But if you stop organizational efforts altogether, your life can become a stressful mess. In this episode, Cal taps the wisdom of an elite running coach to devise what he calls one-page productivity: a minimum time management system, meant to be run for limited periods to help you recharge, but that also maintains just enough organization that you can avoid disaster. He argues such maintenance modes should be an important part of any time management practice. Cal then answers listener questions and concludes by reviewing the books he read in June 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/3U3sTvo Video from today’s episode: youtube.com/calnewportmedia Deep Dive: One-Page Productivity [1:52] • How do you approach decisions when you’re torn between two reasonable options? [18:17] • How can I navigate teaching with phone addicted teenagers? [22:06] • Have you considered using LLM’s to assist in your writing? [28:03] • How many “thinking” walks do you take each week? [32:31] • Do you have any recommendations for learning new material outside of the structured framework of a course? [35:00] CASE STUDY: A son explains his parents lifestyle engineering [37:21] CALL: Setting up workflows as a manager [41:09] JUNE BOOKS: The 5 Books Cal Read in June, 2025 [52:05] • The Magic of Code (Samuel Arbesman) • In the Swarm (Byung-Chul Han) • The Fear Index (Robert Harriss) • The Explore’s Gene (Alex Hutchinson) • Skywalking (Dale Pollock) 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? nytimes.com/athletic/6453809/2025/06/27/bruce-bochy-walking-exercise-creativity/ Thanks to our Sponsors: cozyearth.com (Use code “DEEP”) oracle.com/deepquestions vanta.com/deepquestions shopify.com/deep Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

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