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/3U3sTvo

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

CAL’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/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?

Thanks to our Sponsors:

monarch.com/deep
wayfair.com
notion.com/cal
reclaim.ai/cal

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.

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/3U3sTvo

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

INTERVIEW: 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/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?
theatlantic.com/books/2025/11/paul-kingsnorth-against-the-machine/684848/

Thanks to our Sponsors:

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

Last month, Derek Thompson published an intriguing essay that made waves in technology criticism circles. It was titled: “Everything is Television.” In today’s episode, Cal takes a closer look at this essay, unpacking and expanding Thompson’s arguments, and ultimately concluding with a series of predictions about what to expect next from the internet. He then answers listener questions and discusses the five books he read in November 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: Is the Internet Becoming Television [00:03]

• Can AI reduce distractions for developers? [38:32]
• How do I time block in a job with heavy interruptions? [44:03]
• How should I manage what I read, watch and listen to for books, magazines, shows, and podcasts? [47:31]
• How should I cope with family and friends always scrolling TikTok during the holiday season? [52:50]
• Does endless scrolling make people less motivated to be physically active? [54:48]

CASE STUDY: Developing a Deep Life after selling a company [56:15]

CALL: Eliminating Instagram in graduate school [1:04:19]

NOVEMBER BOOKS: The 5 Books Cal Read in November 2025 [1:09:08]

Realityland (David Koening)
Becoming Mary Poppins (Todd James Pierce)
Tradition in an Untraditional Age (Rabbi Jonathan Sacks)
What is the Bible? (Rob Bell)
Notes on Being a Man (Scott Galloway)

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?
flowingdata.com/2025/10/03/passed-peak-social-media-maybe/
derekthompson.org/p/why-everything-became-television
youtube.com/watch?v=QaiecWzeHFM
csmonitor.com/1985/0610/z2vid1.html

Thanks to our Sponsors:

cozyearth.com/DEEP (for up to 40% off)
auraframes.com (Use code “DEEPQUESTIONS” to get $35 off)
indeed.com/deep
grammarly.com/podcast

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.