- 19 minutes 56 secondsDo Managers Actually Understand AI? (I’m Not So Sure.) | AI Reality Check
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Does business actually understand AI? (2:52) Quote #2 (6:20) Taking a step back (7:06) Quote #3 (11:39) Quote #4 (17:02) Idea for journalists Links: Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow https://www.nytimes.com/2026/07/02/world/europe/germany-sap-ai-jobs-skilled-workers.html https://futurism.com/artificial-intelligence/nvidia-ceo-begs-execs-stop-fired-ai https://finance.yahoo.com/sectors/technology/articles/marc-andreessen-says-every-large-033008122.html https://finance.yahoo.com/sectors/technology/articles/sam-altman-says-initially-wrong-132000485.html Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
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9 July 2026, 10:00 am - 1 hour 5 minutesShould I Turn Off the Internet? (Lessons From a Family That Did) | Monday Advice
It’s a dream a lot of us have: to finally say “enough!”, and turn off the internet inside our homes, returning us to a lifestyle that requires more presence, introspection, and connection. But is this even possible? And what would it really be like? In this episode, Cal seeks answers to these questions by talking to Chris Moody, a journalism professor at Appalachian State, who lives with his wife and young son in a cabin with no internet, television, or cellular signal.
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
(0:00) Should I turn off the internet?
(3:28) Interview with Chris Moody
(1:02:58) Cal’s closing remarks
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?
Thanks to our Sponsors:
This show is sponsored by Better Help:
https://www.betterhelp.com/deepquestions
https://www.calderalab.com/deep
https://www.pipedrive.com/deep
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
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6 July 2026, 10:00 am - 59 minutes 48 secondsCan I Be a Digital Minimalist in 2026? | Monday Advice
Back in 2019, Cal published one of the first books arguing that we rethink our personal relationship with online tools. Can his advice still work in an age of TikTok and ChatGPT? In today’s episode, Cal dives deep into the r/DigitalMinimalism sub-reddit to see what advice contemporary digital minimalists are following and offers his own thoughts and recommendations.
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
(0:00) Can I be a Digital Minimalist in 2026?
(39:13) How can I capture notes if I’m land lining?
(40:39) For cognitive fitness, is it better to be handwriting or typing?
(42:07) A note on art museum visits
(43:46) Reactions to an article about AI and software engineering
(49:39) What the Deep Life really is
(50:46) What Cal read
(52:08) What Cal watched
Books:
The Jewish Way to a Good Life (Rabbi Shira Stuntman)
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.youtube.com/watch?v=XeNNYMJwZtI
https://www.reddit.com/r/digitalminimalism/
https://www.reddit.com/r/digitalminimalism/comments/1tm9rce/where_do_you_still_find_human_curation/
https://www.normaltech.ai/p/why-ai-hasnt-replaced-software-engineers
Thanks to our Sponsors:
https://www.vanta.com/deepquestions
https://www.drinklmnt.com/deep
https://www.expressvpn.com/deep
https://www.wealthfront.com/deep
Cal Newport is not a Wealthfront client.
Wealthfront’s high-yield cash account: https://www.wealthfront.com/deep. This experience may not be representative of other Wealthfront clients, and there is no guarantee of future performance or success. Experiences will vary. Cal Newport receives cash compensation from Wealthfront Brokerage for paid endorsement in his podcast, creating a conflict of interest. The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC, member FINRA/SIPC. Wealthfront Brokerage is not a bank. The base APY is 3.30% on cash deposits as of January 30, 2026, is representative, subject to change, and requires no minimum. If eligible for the overall boosted rate of 4.05% offered in connection with this promo, your boosted rate is also subject to change if the base rate decreases during the 3 month promo period. Additional terms and conditions apply, which can be found on wealthfront.com/deep. Funds in the Cash Account are swept to program banks, where it earns the variable APY. Investment advisory services are provided by Wealthfront Advisers LLC, an SEC-registered investment adviser. Securities investments: not bank deposits, bank-guaranteed or FDIC-insured, and may lose value.
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
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29 June 2026, 10:00 am - 22 minutes 4 secondsDear AI Companies: Stop the “Doom Trolling” | AI Reality Check
Cal Newport takes a critical look at recent AI News.
Video from today’s episode: youtube.com/calnewportmedia
(0:00) Stop the “doom trolling”
(6:53) Cal’s recent New York Times article
(9:00) Cal’s argument
(10:16) The 2nd option
(12:54) Conclusion
(15:58) Stop playing along with Doom Trolling game
(20:09) Use the term “doom trolling”
Links:
Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow
https://www.nytimes.com/2026/06/17/opinion/ai-dangerous-openai-anthropic.html
https://www.nytimes.com/2023/03/24/opinion/yuval-harari-ai-chatgpt.html
https://www.nytimes.com/2026/04/07/opinion/anthropic-ai-claude-mythos.html
https://www.anthropic.com/institute/recursive-self-improvement
https://x.com/sapinker/status/2067231673268273547
https://x.com/edzitron/status/2067308832053936276
Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
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25 June 2026, 10:00 am - 57 minutes 58 secondsAm I Lazy or Overstimulated? | Monday Advice
Cal Newport explains about if you're lazy or overstimulated in episode 410 of the Deep Questions podcast.
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
(0:00) Am I lazy or overstimulated?
(28:29) A reaction to Cal’s recent New Yorker article
(38:23) Positive lessons from box offices successes of Gen Z films
(46:24) An old school tool for a woodshed
(47:32) A new solution to landlining
(49:30) What Cal is reading
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.newyorker.com/culture/open-questions/instead-of-taking-your-job-ai-might-transform-it
https://www.youtube.com/watch?v=tKGhxMi50y8
https://aprilowens.substack.com/p/the-art-we-actually-need
Thanks to our Sponsors:
https://www.cozyearth.com/deep (Use code “DEEP”)
https://www.calderalab.com/deep
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
22 June 2026, 10:00 am - 29 minutes 25 secondsWas the Mythos Ban Justified? (Good Idea. Bad Execution.) | AI Reality Check
Cal Newport takes a critical look at recent AI News.
Video from today’s episode: youtube.com/calnewportmedia
(0:00) Was the Mythos ban justified?
(5:32) Is Fable 5 actually dangerous?
(11:03) Is Fable 5 without guardrails actually a unique national security concern?
(15:13) Should the government be more involved with AI?
Links:
Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow
https://www.anthropic.com/glasswing
https://www.nytimes.com/2026/06/09/technology/anthropic-ai-claude-fable-mythos.html
https://x.com/DavidSacks/status/2065853007619588171
https://x.com/deanwball/status/2066151868556865860
https://x.com/GaryMarcus/status/2066166713453060512
https://x.com/DavidSacks/status/2065853007619588171
https://www.nytimes.com/2026/04/07/opinion/anthropic-ai-claude-mythos.html
Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
17 June 2026, 10:00 am - 58 minutes 24 secondsDo I Need a “Brain Gym”? | Monday Advice
In the 1960s, doctors avoided people to avoid exercise. Then everything changed. Now physical fitness is a $100 billion industry. What would it look like if we got equally as serious about cognitive fitness? In this episode, Cal explores three tiers of cognitive fitness advice, ordered from least to most intense.
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
(0:00) Do I need a brain gym?
(32:54) Comments on reversing brain rot
(36:57) A disturbing new article from a college professor
(41:55) Do makers need longer blocks for deep work?
(47:25) What Cal is reading
(50:26) What Cal watched
(56:23) Where Cal went
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://charafeddine.co/letters/your-brain-is-about-to-need-a-gym
https://lanimuelrath.com/wp-content/uploads/2011/07/Aerobics-Points-System.pdf
https://www.joshwaitzkin.com/training
https://www.youtube.com/watch?v=U9a2_KqzF7Y
Thanks to our Sponsors:
https://www.monarch.com (Use code “DEEP”)
https://www.shipstation.com (Use code “DEEP”)
https://www.pipedrive.com/deep
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
15 June 2026, 10:00 am - 20 minutes 37 secondsAre We About to Lose Control of AI? | AI Reality Check
Cal Newport takes a critical look at recent AI News.
Video from today’s episode: youtube.com/calnewportmedia
(0:00) Are we about to lose control of AI?
(3:04) How much should we be afraid of recursive self improvement?
(7:52) Are these fears justified?
(9:36) Faster software development doesn’t equal smarter AI
(12:25) These tools are completely controllable
(16:52) Taking a step back
Links:
Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow
https://www.anthropic.com/institute/recursive-self-improvement
Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
11 June 2026, 10:00 am - 33 minutes 6 secondsShould I Press Pause? | Monday Advice
Sometimes the best way to get unstuck is to press pause on your busy life and take a moment to look toward new possibilities. But how is this possible if you can’t afford to literally stop everything and get away? In this episode, Cal explores different strategies for taking what he calls “mini-pauses” that can be integrated into even the most unforgiving of schedules.
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
(0:00) Should I press pause?
(10:46) Make a morning coffee shop loop
(11:33) Schedule a “doctors appointment”
(12:48) Book a 24-hour escape
(13:41) Fly to Asheville
(18:13) What will be your approach to your upcoming sabbatical?
(21:03) Can you elaborate on the “think” component of read-think-write?
(28:55) What types of books do you read before bed?
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?
Thanks to our Sponsors:
This episode is sponsored by Better Help:
https://www.betterhelp.com/deepquestions
https://www.factormeals.com/deep50off
https://www.calderlab.com/deep
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
8 June 2026, 10:00 am - 48 minutes 56 secondsHow Do I Escape the “Busyness Singularity”? | Monday Advice
There has been lots of discussion recently about AI eliminating jobs. But what if the real fear is that AI will instead make existing jobs miserable? In this episode, Cal argues that LLM–based tools are poised to accelerate the worst aspects of pseudo-productivity to an absurd degree. He then shares five ideas for avoiding this fate in your own professional life.
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
(0:00) How Do I Escape the “Busyness Singularity”?
(29:03) Reaction to Cal’s newsletter about LLMs
(33:35) Slow productivity for managers
(37:26) Efforts to improve cognitive fitness
(40:28) What Cal is reading
(42:21) What Cal is up to
Books:
In Defense of Food (Michael Pollan)
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.economist.com/leaders/2026/05/14/prepare-for-an-ai-jobs-apocalypse
https://www.nytimes.com/2026/05/21/technology/newsom-ai-executive-order-california.html
https://www.microsoft.com/en-us/worklab/work-trend-index/breaking-down-infinite-workday
https://www.axios.com/2023/02/15/burnout-2022-2023-slack-remote-work-future-forum
https://calnewport.com/on-god-and-llms/
Thanks to our Sponsors:
https://www.masterclass.com/deep
https://www.expressvpn.com/deep
Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
1 June 2026, 10:00 am - 31 minutes 48 secondsDid AI Just “Solve” Math? (Let’s Take a Closer Look) | AI Reality Check
Cal Newport takes a critical look at recent AI News.
Video from today’s episode: youtube.com/calnewportmedia(0:00) Did AI just “solve” math?
(2:38) What OpenAI did
(6:30) Question #1 - Is this result that important?
(7:34) Question #2 - Does this mean LLMs are now smarter than human mathematicians?
(17:50) Question #3 - Does this mean all equally hard challenges will now be conquered by AI?
(23:27) Question #4 - What is the future of math?
(28:27) Concluding thoughts
Links:
Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow
https://openai.com/index/model-disproves-discrete-geometry-conjecture/
https://www.youtube.com/watch?v=Br4l9YjCyRU
https://x.com/PeterDiamandis/status/2058956956077871275
https://cdn.openai.com/pdf/74c24085-19b0-4534-9c90-465b8e29ad73/unit-distance-remarks.pdf
Thanks to Jesse Miller for production and mastering and Nate Mechler for research and newsletter.Learn more about your ad choices. Visit podcastchoices.com/adchoices
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