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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.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
The data shows knowledge workers really are more exhausted and more prone to burnout than ever before. But why? In this episode, Cal draws inspiration from an unlikely source to help unpack this troubling trend and then suggest a perhaps radical solution. He then answers listeners’ questions and discusses his latest New Yorker article on the challenges of taming AI. As a bonus, he briefly discusses Cal Network’s new bestselling book.
Find out more about Done Daily at DoneDaily.com!
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: How Much Should We Work? [3:33]
- What’s your advice on having a career backup plan? [28:27]
- Do you know of any executive coaches who teach your principles? [30:33]
- Is my retirement plan too ambitious? [35:13]
- Are accountability support tools acceptable to use in order to build discipline? [38:43]
- How can I identify if I have an inventory of "rare and valuable skills"? [41:21]
CASE STUDY: Crafting a storytelling profession [43:14]
CALL: Creating a life dashboard [46:14]
TECH CORNER: Why Can’t We Tame AI? (Cal’s latest New Yorker article) [52:08]
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?
newyorker.com/culture/open-questions/what-isaac-asimov-reveals-about-living-with-ai
Thanks to our Sponsors:
drinklmnt.com/deep
oracle.com/deepquestions
indeed.com/deep
vanta.com/deepquestions
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
A common complaint about social media skepticism is that we’re falling into a classic moral panic. We’ve been concerned about many past mass media technologies, and ultimately came to realize that they’re not so bad. So why would we expect anything different about social media? In this episode, Cal tackles this complaint, drawing on an unexpected analogy to find clarity. He then answers listener questions and discusses the books he read in May, but not before first confronting a truly bizarre (or, perhaps, brilliant) piece of art work created by a fan of the show.
Find out more about Done Daily at DoneDaily.com!
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: Quit Social Media [6:18]
- How can I become a better, more analytical thinker? [23:04]
- How can I stay motivated, productive, and balanced while working mostly alone during my first remote internship? [28:56]
- How much time should I dedicate to developing secondary skills? [30:10]
- How does TikTok seem to know so much about me? [32:09]
- What are the best workflow strategies when using AI agents? [43:45]
CASE STUDY: A simple, analog approach to productivity [49:31]
CALL: Too focused on metrics [53:15]
MAY BOOKS: The 5 Books Cal Read in May 2025 [1:03:19]
May Books:
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?
amazon.com/Four-Days-Week-Life-Changing-Well-Being/dp/0063382431/r
calnewport.com/on-ultra-processed-content/
podcasts.apple.com/us/podcast/cal-newport-5-28-19/id814550071?i=1000647135862
rehearsal.so/blog/how_to_stay_in_flow_while_using_cursor_or_windsurf
Thanks to our Sponsors:
cozyearth.com/deep
shopify.com/deep
harrys.com/deep
calderalab.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
A few years ago, in a spirit of post-pandemic experimentation, multiple countries ran formal trials to test a radical idea: shortening the workweek. In this episode, Cal returns to the results of these trials to identify an astounding finding that has critical implications about how we work in the 21st century and how this could be made much better. He then answers listener questions and concludes with a tech corner that addresses a simple question: when will AI begin to automate most of my work?
Find out more about Done Daily at DoneDaily.com!
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 Workload Fairytale [3:39]
- How would you rewrite A World Without Email to account for Slack? [18:16]
- How should I manage multiple deadlines? [22:14]
- How does Values-Based Lifestyle Centric Career Planning relate to Rutger Bregman's concept of Moral Ambition? [27:28]
- How can I avoid burnout and use my career capital to find a less demanding job? [34:24]
- Should I do my weekly plan on Sunday night to avoid the scaries? [40:32]
CASE STUDY: A lawyer argues in front of the New York Court of Appeals [42:57]
CALL: What exactly is considered task switching? [47:15]
TECH CORNER: When will AI automate my job? [56:04]
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?
bbc.com/news/business-57724779
theguardian.com/money/2023/feb/21/four-day-week-uk-trial-success-pattern
dw.com/en/german-firms-tested-4-day-workweek-heres-the-outcome/a-70685885
calnewport.com/ai-and-work-some-predictions/
Thanks to our Sponsors:
udacity.com/deep
landroverusa.com
calderalab.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Summer is here. It’s time to slow down. In this episode, Cal discusses his radically simplified summer schedule and then suggests you similarly inject some “seasonality” into your life, offering tips for finding a slower gear without tanking your job. He then answers listener questions and reacts to the most important AI article that you likely missed last week.
Find out more about Done Daily at DoneDaily.com!
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: Summer Schedules [5:25]
- How should I structure my summer vacation with a significant injury? [27:40]
- How do I learn the secrets to publication if the faculty doesn’t know I exist? [32:10]
- Should I even attempt long-term content or is it too hard? [33:31]
- How can I develop a deliberate practice for crafting narratives for technical documents? [44:33]
- Is there an alternative to formal education to improve quantitative skills? [45:13]
CASE STUDY: A father balances his different roles [47:40]
CALL #1: Finding a side hustle [51:16]
CALL #2: College student wondering the tips to focus better [56:02]
CAL REACTS: Is the AI boom slowing? [1:07:01]
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?
wsj.com/tech/ai/meta-is-delaying-the-rollout-of-its-flagship-ai-model-f4b105f7
Thanks to our Sponsors:
grammarly.com/podcast
vanta.com/deepquestions
shopify.com/deep
cozyearth.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
When we think about important accomplishments, we think about grinding through long hours of work. But is this really necessary? In this episode, Cal turns to the lives of two famous authors to argue that sometimes a slow and steady approach can work just as well in the end, while making the journey more sustainable along the way. He then answers listener questions and concludes with a Tech Corner segment about a ridiculous new claim from the world of AI.
Find out more about Done Daily at DoneDaily.com!
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: It’s Okay to Slow Down [2:28]
- How should I tell people my email responses will be delayed without using an autoresponder? [18:07]
- Should I read for quantity or quality? [20:31]
- How does “one email address” per project work and how do I implement it? [24:51]
- Can you comment on Conan O’Brien’s burner phone? [30:42]
- Am I working hard enough to get tenure? [38:00]
CASE STUDY: Email processing protocol [44:25]
CALL #1: Organizing creative work [49:19]
CALL #2: Fan update about Inbox Zero [53:37]
TECH CORNER: A.I. Welfare is a PR Stunt [58:36]
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://thestory.au/articles/daily-routines-famous-writers/
https://youtu.be/cM8HlKoJCHA?si=N-UjnFu-4q-mTJEB
https://www.nytimes.com/2025/04/24/technology/ai-welfare-anthropic-claude.html
Thanks to our Sponsors:
This episode is sponsored by BetterHelp. Give online therapy a try at https://www.betterhelp.com/deepquestions and get on your way to being your best self!
https://www.mybodytutor.com
https://www.oracle.com/deepquestions
https://www.expressvpn.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Tyler Cowen recently wrote an article arguing that spending lots of time online is in fact a good thing. In this episode, Cal looks deeper at Cowen’s argument and finds some surprising common ground. The internet can be a major source of good in your life, he argues, but only if you use it in the right way. He then answers listener questions and reviews the books he read in April.
Find out more about Done Daily at DoneDaily.com!
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: Making the Internet Good Again [5:06]
CASE STUDY: Implementing the concept of “Eat The Frog” [52:48]
CALL: Introducing seasonality and the meetings being the work [55:07]
APRIL BOOKS: The 5 books Cal read in April, 2025 [1:06:08]
I, Robot (Isaac Asimov)
After Disney (Neil O’brien)
The Baseball Book of Why (John McCollister)
The Technology Republic (Alexander Karp and Nicholas Zamiska)
Everything is Tuberculosis (John Green)
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?
thefp.com/p/the-case-for-living-online
Thanks to our Sponsors:
shopify.com/deep
auraframes.com [Use promo code “DEEPQUESTIONS”]
indeed.com/deep
harrys.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
The white whale of modern productivity discourse is achieving an empty email inbox; a goal state that’s often referred to simply as “inbox zero.” In this episode, Cal looks at why the original advice for achieving inbox zero failed and explores a strategy that might work better. He then answers listener questions and in a final segment reacts to a recent guest on the Tim Ferriss podcast who provides an interesting case study of the deep life in action.
Find out more about Done Daily at DoneDaily.com!
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: Is Inbox Zero Possible? [2:45]
CALL: Identifying the next action [44:02]
CALL: Finding true depth during the final years of college [51:33]
CAL REACTS: Craig Mod’s walks through Japan [1:01:18]
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?
youtube.com/watch?v=z9UjeTMb3Yk
Thanks to our Sponsors:
cozyearth.com/deep
auraframes.com [Promo Code “DEEPQUESTIONS”]
kinsta.com/deepquestions
udacity.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Cal talks a lot about his ideas for producing meaningful work in a distracted world. But how do other people tackle this goal? To help better under this question, Cal reacts to a 2018 article from OpenAI CEO Sam Altman in which he details his productivity philosophy. Cal then answers listener questions and concludes with a dystopian tech corner.
Find out more about Done Daily at DoneDaily.com!
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: Sam Altman On Productivity [2:20]
- How do I prevent administrative sprawl? [22:01]
- When is the best time to schedule Deep Work? [31:12]
- How can a gardener gain career capital? [32:43]
- How can one go from good performance to exceptional performance? [36:21]
- Is it better to write with a single monitor? [38:33]
CALL: Slow Productivity in a changing world [43:09]
CALL: Rory Mcllroy and his phone [48:35]
TECH CORNER: Will AI Destroy Humanity by 2027? [56:46]
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?
blog.samaltman.com/productivity
ai-2027.com
daveshap.substack.com/p/common-bad-takes-in-ai-safety-a-response
Thanks to our Sponsors:
shopify.com/deep
zocdoc.com/deep
vanta.com/deepquestions
expressvpn.com/deep
Thanks to Jesse Miller for production, Jay Kerstens for the intro music, Kieron Rees for the slow productivity music, and Mark Miles for mastering.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Introducing Oprah & Jillian Turecki on Looking Within to Improve Your Relationships from The Oprah Podcast.
Follow the show: The Oprah Podcast
Subscribe: https://www.youtube.com/@Oprah
BUY THE BOOK!
"It Begins with You: The 9 Hard Truths About Love That Will Change Your Life" by Jillian Turecki, published by HarperOne, is available wherever books are sold: https://www.jillianturecki.com/book
Jillian on Love: https://lnk.to/jillianonlove
Are you hitting a wall in your relationships? Are you still looking for “the one”? It is our relationships that determine our happiness in life and reflect back our relationship with ourselves. That essential truth is the core belief of renowned relationship coach Jillian Turecki, Oprah's guest on this episode of "The Oprah Podcast." Jillian’s insightful, no-nonsense relationship advice is on this episode as she breaks down her new book, "It Begins with You: The 9 Hard Truths About Love That Will Change Your Life." She also shares her revelations as a relationship coach and from hosting over 150 episodes on her hit podcast, "Jillian on Love."
Jillian also opens up about her often contentious relationship with her father, famed psychologist Dr. Stanley Turecki, whose groundbreaking book, "The Difficult Child," was somewhat based on his experience with Jillian as a child. Finally, Oprah and Jillian take questions from people looking to foster more love and connection in their lives.
Follow Oprah Winfrey on Social:
https://www.instagram.com/oprah/
https://www.facebook.com/oprahwinfrey/
Listen to the full podcast:
https://open.spotify.com/show/0tEVrfNp92a7lbjDe6GMLI
https://podcasts.apple.com/us/podcast/the-oprah-podcast/id1782960381
Learn more about your ad choices. Visit megaphone.fm/adchoices
DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to [email protected].
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