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.

When Cal recently returned home from his time spent up in New England he set up a whole new set of daily metrics to track in the fall to keep him pointed toward the deep life. And they failed. Hard. In this episode, Cal dissects why metrics matter, why they’re easy to mess up (including the mistakes he made), and how to use them correctly (including how he corrected his own setup). He then answers listener questions and discusses a recent AI article that got him all hot and bothered.

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: Metrics 101 [2:10]

• How should I navigate the “grey area” when deciding to make a career change? [24:45]
• Do you have a framework for young people to develop deep critical thinking? [27:36]
• What should a father of 4 kids do for his next career move? [32:34]
• Can skills from a high-pressure call center carry over to a career in cybersecurity? [35:36]
• Should I have anticipated that my job was going to end? [38:36]

CALL: Returning back to work after a summer break [43:14]

CASE STUDY: Pursuing a hobby while combating digital doldrums [46:47]

WHAT I’M (NOT) READING: Vibe Reporting on AI [55:52]

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/2025/07/28/arts/video-games-artificial-intelligence.html

Thanks to our Sponsors: 

vanta.com/deepquestions
smalls.com/deep
shopify.com/deep
1password.com/deep

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for segment music, and Mark Miles for mastering.

What does Walt Disney’s malaise in the 1940s have to do with our current struggles with our screens? In this episode, Cal uses a little-known story from Disney’s midlife to identify an effective strategy for escaping the nerve-deadening, dull state created by spending more and more of your professional and personal life on screens. He then answers listener questions (with an unusual level of spiciness), tries to calm himself with a reprise of the SLOW PRODUCTIVITY CORNER theme music, and concludes with a discussion of a recent essay he wrote about how no one really knows anything about AI.

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: [1:47]

• How should I pursue two different goals after leaving my software engineering career? [21:10]
• Should I leave my business analyst job and buy a retail business? [24:32]
• I’ve tried writing for editors (and publications) before with no success. Any suggestions on how to break through? [30:08]
• How do I convince my company that AI assistance is not the answer? [35:27]
• Is inspiration perishable like Naval Ravikant says? [38:11]

CALL: Inbox anxiety [43:15]

CASE STUDY: A public school teacher with a blog [51:27]

WHAT I’M WRITING: No One Knows Anything About AI [59:13]

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?
amusingplanet.com/2019/01/walt-disneys-backyard-railway-carolwood.html
youtu.be/KyfUysrNaco?si=uE6tJkPuFhdnbla2&t=2490
calnewport.com/no-one-knows-anything-about-ai/

Thanks to our Sponsors: 

drinklmnt.com/deep
cozyearth.com/deep
calderalab.com/deep
shipstation.com/deep

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

When we think about unhealthy phone usage, we think about the flashing apps, like TikTok and Instagram, in which billions of dollars have been spent to grab our attention. In this episode, Cal points to an unassuming culprit that may be just as responsible: simple messaging apps. He explores research that connects the social stress of pending messages to phone addiction, and explores ways to free yourself from constant messaging without having to isolate yourself socially. He then answers listener questions and discusses what he’s been reading.

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: The Texting Dilemma [5:35]

• How can I structure my mornings with my sales job if I don’t have two hours for deep work? [31:44]
• How should I handle mandatory overtime at my aerospace job? [33:18]
• How can I handle too many open loops with my shutdown ritual? [35:54]
• How can I better organize communication with my university students? [40:38]
• Should I take on extra-curricular roles during my first year of my PhD? [44:00]

CALL: Household chore task list [48:01]

CASE STUDY: 30-day declutter [51:45]

WHAT TO READ: An author quits social media [59:45]

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?
sciencedirect.com/science/article/abs/pii/S0747563214007626
journals.uchicago.edu/doi/10.1086/691462
pmc.ncbi.nlm.nih.gov/articles/PMC9671478/
carolinecrampton.com/im-done-with-social-media/

Thanks to our Sponsors: 

calderalab.com/deep
miro.com
shopify.com/deep
grammarly.com/podcast

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

Are you worried that you’re using your phone too much? An app blocker might make sense. But how do they work, and which one is right for you? In this episode, Cal goes deep into the motivation, technology, and ultimate end game of this distraction fighting technology. He then answers listener questions and discusses some intriguing comments he’s been seeing about limits to AI’s ability to code.

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: Do You Need an App Blocker? [4:35]

- How do I succeed with task management? [29:07]
- How can I put boundaries on my administrative work for my university job? [33:58]
- How should I manage X if I only use it on my desktop? [39:31]
- How should I read through my weekly collection of newsletters? [41:11]
- What do you think about Polyphasic sleep to prepare for deep work? [44:22]

CASE STUDY: A ticketing system in action [45:21]

WHAT TO READ: On the Limits of “Vibe Coding” [50:58]

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?
sciencefocus.com/science/youre-not-actually-addicted-to-your-smartphone
nytimes.com/2020/01/20/style/quit-smartphone.html
support.apple.com/guide/iphone/get-started-with-screen-time-iphbfa595995/ios
youtu.be/OuizzRCALCU?si=FqHzEEFdq7k4ao13
x.com/AglaiaCodes/status/1942636133248061590
x.com/GaryMarcus/status/1942478390323552588/photo/1

Thanks to our Sponsors: 

This show is sponsored by BetterHelp:
betterhelp.com/deepquestions
mybodytutor.com
expressvpn.com/deep
indeed.com/deep

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

Trying 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.

A blockbuster new study out of MIT takes a closer look at the impact of writing with the help of AI. In today’s episode, Cal breaks down this paper with the help of author Brad Stulberg (who made waves online recently with his reaction to its findings), picking apart the role of AI in deep work activities. Cal then answers listeners questions, and presents a twist on his typical final segment in which he now describes what he is not reading this week, which provides him a thinly-concealed excuse to rant about AI coverage.

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: Should We Fear Cognitive Debt? [2:15]

• Can AI be creative? [44:35]
• What’s the smallest change I can make to address my disorganization? [48:31]
• How do I find time for personal projects? [53:12]
• How should I choose my next internship? [1:06:08]
• How did you develop your goal-setting philosophy? [1:11:46]

CALL: Inbox Zero and Notion [1:14:50]

CASE STUDY: A Thoreau Schedule [1:24:01]

WHAT I’M (NOT) READ: AI CEO’s hot takes on work [1:32:49]

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?
fortune.com/2025/06/20/openai-ceo-sam-altman-ai-phds-entry-level-corporate-job-cuts-what-is-left-gen-z-college-gradautes/

Thanks to our Sponsors: 

shipstation.com/deep
smalls.com (Use code “DEEP”)
notion.com/cal
harrys.com/deep

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

Back in 2023, Cal gave a detailed deep dive that described the three phases of scientific understanding of smartphones, social media, and kids. In today’s episode, Cal argues that we’ve entered a fourth phase; one that will finally lead to (perhaps rapid) cultural changes about what we think is appropriate when it comes to these tools and kids. He then answers listener questions and describes a recent book he enjoyed in his new WHAT TO READ segment.

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: The Smartphones Haven’t Defeated Us. Yet. [2:27]

• Should I temporarily rent a separate space to write my first book? [23:09]
• What should I do when waiting for AI while coding? [25:29]
• How should 11 years old boys get organized? [29:31]
• How can I develop my “soft skills” for my career? [33:54]
• How can my husband find his ideal career path? [38:48]

CASE STUDY: A new dad incorporating lifestyle-centric career planning [43:25]

CALL: Hand written notes [47:08]

WHAT TO READ: The Explorer’s Gene [55:27]

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/2025/06/18/opinion/parents-smartphones-tiktok-facebook.html
papers.ssrn.com/sol3/papers.cfm?abstract_id=5256747
tonyneufeld.blog

Thanks to our Sponsors: 

cozyearth.com/deep
mackweldon.com (Promo code “DEEPQUESTIONS”)
calderalab.com/deep
grammarly.com/podcast

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

Few philosophers in recent memory have enjoyed as much attention as Byung-Chul Han. His mix of profundity and pithiness in tackling some of the big issues of the modern technical environment has made him “the internet’s new favorite philosopher” (to quote The New Yorker). But is he saying that is making such an impact? In this episode, Cal seeks to find out. He reports back on five of the biggest ideas he encountered reading Han’s 2017 book, IN THE SWARM. He then answers listener questions and concludes with a WHAT TO READ segment where he tackles a pair of competing articles on AI’s abilities.

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: What Worries the Internet’s Favorite Philosopher? [3:50]

- What’s Cal’s writing schedule when traveling? [29:26]
- How do I adapt to new job duties after making partner? [31:44]
- Should I do memory training? [33:22]
- Can you explain how creativity and productivity are related? [36:16]
- How do Cal’s responsibilities fit into his lifestyle-centric plan? [39:33]

CASE STUDY: A retiree adopts Cal’s principles [43:07]

CALL: Adventure work [46:13]

WHAT TO READ: Two Dueling Takes on AI’s Abilities [54:35]

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?
theguardian.com/commentisfree/2025/jun/10/billion-dollar-ai-puzzle-break-down
scientificamerican.com/article/inside-the-secret-meeting-where-mathematicians-struggled-to-outsmart-ai/
arxiv.org/pdf/2504.01995
arxiv.org/pdf/2503.21934

Thanks to our Sponsors:

This show is sponsored by BetterHelp:
betterhelp.com/deepquestions
expressvpn.com/deep
shopify.com/deep
mybodytutor.com

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.

In this episode of IN-DEPTH, Cal is joined by Chris Guillebeau, the author of the new book, TIME ANXIETY, and creator of the beloved Art of Non-Conformity blog and World Domination Summit annual conferences. Cal and Chris reminisce about their old days as early advice bloggers and dive into his new ideas about re-thinking our relationship with time. 

Video from today’s episode:  youtube.com/calnewportmedia

INTERVIEW: The Art of Non-Conformity (w/ Chris Guillebeau) [03:50]

Links:
https://www.calnewport.com/slow

Sponsors:
https://www.donedaily.com

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the theme music, and Mark Miles for mastering.